Pyrazole Compounds for Controlling Invertebrate Pests

ABSTRACT

The present invention relates to pyrazole compounds of formulae I or II and the salts and N-oxides thereof, 
     
       
         
         
             
             
         
       
     
     wherein A is a pyrazole radical of formulae A1, A2 or A3, wherein 
     
       
         
         
             
             
         
       
     
     # denotes the binding site; R 41 , R 42 , R 43 , R 51  are H, halogen, CN, NO 2 , C 1 -C 10 -alkyl and the like; R 52 , R 53  are H, halogen, CN, NO 2 , C 1 -C 10 -alkyl, and the like; R 61 , R 62 , R 63  are H, CN, NO 2 , C 1 -C 10 -alkyl, and the like; T is C(R t ) or N; U is C(R u ) or N; V is C(R v ) or N; W is C(R w ) or N; with the proviso that at least one of the groups T, U, V and W is N; R t , R u , R v , R w  are H, halogen, C 1 -C 4 -alkyl and the like; X 1  is S, O or NR 1a , wherein R 1a  is selected H, C 1 -C 10 -alkyl and the like; X 2  is OR 2a , NR 2b R 2c , S(O) m R 2d , wherein m is 0, 1 or 2, R 2a  is C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl and the like, R 2b , R 2c  are H, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl and the like, or R 2b  and R 2c  together with the nitrogen atom to which they are bound form a heterocycle, and R 2d  is C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 3 -C 6 -cycloalkyl and the like; and R 1  is H, CN, C 1 -C 10 -alkyl and the like. 
     The present invention further relates to a method for controlling invertebrate pests, to a method for protecting plant propagation material and/or the plants which grow therefrom, to plant propagation material, comprising at least one compound according to the present invention, to a method for treating or protecting an animal from infestation or infection by parasites and to an agricultural composition containing at least one compound according to the present invention.

The present invention relates to novel pyrazole compounds which areuseful for combating or controlling invertebrate pests, in particulararthropod pests. The invention further relates to a method forcontrolling invertebrate pests by using these compounds. The inventionfurther relates to a method for protecting plant propagation materialand/or the plants which grow therefrom by using these compounds. Thepresent invention further relates to plant propagation material and toan agricultural or veterinary composition comprising said compounds.

BACKGROUND OF THE INVENTION

Invertebrate pests and in particular arthropods and nematodes destroygrowing and harvested crops and attack wooden dwelling and commercialstructures, thereby causing large economic loss to the food supply andto property. While a large number of pesticidal agents are known, due tothe ability of target pests to develop resistance to said agents, thereis an ongoing need for new agents for combating invertebrate pests suchas insects, arachnids and nematodes. It is therefore an object of thepresent invention to provide compounds having a good pesticidal activityand showing a broad activity spectrum against a large number ofdifferent invertebrate pests, especially against difficult to controlinsects, arachnids and nematodes.

WO 2004/106324, WO 2004/035545 and WO 2005/040152 describe derivativesof N-aryl- and N-hetarylamides, derived from carboxylic acids comprisinga 5-membered heterocycle. These compounds are mentioned to be useful asherbicides.

WO 2007/068373 and WO 2007/068377 describe derivatives of N-aryl- andN-hetarylamides, derived from carboxylic acids comprising a 5- or6-membered carbocycle or heterocycle. These compounds are mentioned tobe useful for controlling micro-organisms.

WO 2003/106427, WO 2004/046129 and JP 2007-77106 describe derivatives ofN-arylamides, derived from pyrazole carboxylic acids. These compoundsare mentioned to be useful for combating invertebrate pests.

WO 2001/00575 describes derivatives of N-aryl- and N-hetarylamides,derived from carboxylic acids comprising a 5- or 6-membered heterocyclecarrying a further amide-derived function in ortho-position. Thesecompounds are mentioned to be useful as insecticides.

WO 2005/073165 describes derivatives of N-aryl- or N-hetarylamides,derived from carboxylic acids comprising phenyl or a heterocycle,wherein the N-bound cycle carries a further amide-derived function inmeta-position. These compounds are mentioned to be useful asinsecticides.

SUMMARY OF THE INVENTION

It is an object of the present invention to provide compounds that havea good pesticidal activity, in particular insecticidal activity, andshow a broad activity spectrum against a large number of differentinvertebrate pests, especially against difficult to control insects.

It has been found that these objectives can be achieved by compounds ofthe formulae I and II, as defined below, and by their salts andN-oxides, in particular their agriculturally or veterinarily acceptablesalts.

In a first aspect the present invention relates to pyrazole compounds offormulae I or II and the salts and N-oxides thereof,

wherein

-   A is a pyrazole radical of formulae A1, A2 or A3, wherein

-   -   # denotes the binding site to the remainder of formulae I or II,        and wherein    -   R⁴¹, R⁴², R⁴³ and R⁵¹ are independently of each other selected        from hydrogen, halogen, CN, NO₂, C₁-C₁₀-alkyl, C₂-C₁₀-alkenyl        and C₂-C₁₀-alkynyl, wherein the 3 last mentioned radicals may be        unsubstituted, may be partially or fully halogenated or may        carry 1, 2 or 3 identical or different substituents R^(x),    -   or wherein R⁴¹, R⁴², R⁴³ and R⁵¹ are further selected from        OR^(a), SR^(a), C(Y)R^(b), C(Y)OR^(c), S(O)R^(d), S(O)₂R^(d),        NR^(e)R^(f), C(Y)NR^(g)R^(h), hetaryl, heterocyclyl,        C₃-C₁₀-cycloalkyl, C₅-C₁₀-cycloalkenyl and phenyl, wherein the        five last mentioned radicals may be unsubstituted or may carry        1, 2, 3, 4 or 5 identical or different substituents selected        from the radicals R^(y) and R^(x), and wherein    -   R⁵², R⁵³ are selected from hydrogen, halogen, CN, NO₂,        C₁-C₁₀-alkyl, C₂-C₁₀-alkenyl and C₂-C₁₀-alkynyl, wherein the 3        last mentioned radicals may be unsubstituted, may be partially        or fully halogenated or may carry 1, 2 or 3 identical or        different substituents R^(x),    -   or wherein R⁵², R⁵³ are further selected from OR^(a), SR^(a),        C(Y)R^(b), C(Y)OR^(c), S(O)R^(d), S(O)₂R^(d), NR^(e)R^(f),        C(Y)NR^(g)R^(h), hetaryl, heterocyclyl, C₃-C₁₀-cycloalkyl,        C₅-C₁₀-cycloalkenyl and phenyl, wherein the five last mentioned        radicals may be unsubstituted or may carry 1, 3, 4 or 5        identical or different substituents selected from the radicals        R^(y) and R^(x), and wherein    -   R⁶¹, R⁶², R⁶³ are selected from hydrogen, CN, NO₂, C₁-C₁₀-alkyl,        C₂-C₁₀-alkenyl and C₂-C₁₀-alkynyl, wherein the three last        mentioned radicals may be unsubstituted, may be partially or        fully halogenated or may carry 1, 2 or 3 identical or different        substituents R^(x),    -   or wherein R⁶¹, R⁶², R⁶³ are further selected from OR^(a),        SR^(a), C(Y)R^(b), C(Y)OR^(c), S(O)R^(d), S(O)₂R^(d),        NR^(e)R^(f), C(Y)NR^(g)R^(h), S(O)_(m)NR^(e)R^(f),        C(Y)NR^(i)NR^(e)R^(f), C₁-C₅-alkylen-OR^(a), C₁-C₅-alkylen-CN,        C₁-C₅-alkylen-C(Y)R^(b), C₁-C₅-alkylen-C(Y)OR^(c),        C₁-C₅-alkylen-NR^(e)R^(f), C₁-C₅-alkylen-C(Y)NR^(g)R^(h),        C₁-C₅-alkylen-S(O)_(m)R^(d), C₁-C₅-alkylen-S(O)_(m)NR^(e)R^(f),        C₁-C₅-alkylen-NR^(i)NR^(e)R^(f), heterocyclyl, hetaryl,        C₃-C₁₀-cycloalkyl, C₅-C₁₀-cycloalkenyl, heterocycly-C₁-C₅-alkyl,        hetaryl-C₁-C₅-alkyl, C₃-C₁₀-cycloalkyl-C₁-C₅-alkyl,        C₅-C₁₀-cycloalkenyl-C₁-C₅-alkyl, phenyl-C₁-C₅-alkyl and phenyl,        wherein the rings of the ten last mentioned radicals may be        unsubstituted or may carry 1, 2, 3, 4 or 5 identical or        different substituents R^(y);

-   m is 0, 1 or 2;

-   T is C(R^(t)) or N;

-   U is C(R^(u)) or N;

-   V is C(R^(v)) or N;

-   W is C(R^(w)) or N;

-   with the proviso that at least one of the groups T, U, V and W is N;

-   R^(t), R^(u), R^(v) and R^(w) are independently of each other    selected from hydrogen, halogen, C₁-C₄-alkyl, C₁-C₃-haloalkyl,    C₁-C₄-alkoxy, C₁-C₃-haloalkoxy, C₁-C₄-alkylthio,    C₁-C₃-haloalkylthio, C₁-C₄-alkylsulfinyl, C₁-C₃-haloalkylsulfinyl,    C₁-C₄-alkylsulfonyl, C₁-C₃-haloalkylsulfonyl, C₃-C₆-cycloalkyl,    C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl, C₂-C₄-haloalkenyl,    C₂-C₄-alkynyl or C₁-C₄-alkoxy-C₁-C₄-alkyl;

-   X¹ is S, O or NR^(1a), wherein R^(1a) is selected from hydrogen,    C₁-C₁₀-alkyl, C₁-C₄-haloalkyl, C₃-C₁₀-cycloalkyl,    C₃-C₁₀-cycloalkylmethyl, C₃-C₁₀-halocycloalkyl, C₂-C₁₀-alkenyl,    C₂-C₁₀-haloalkenyl, C₂-C₁₀-alkynyl, C₁-C₁₀-alkoxy-C₁-C₄-alkyl,    OR^(a), heterocyclyl, heterocyclyl-C₁-C₄-alkyl, phenyl, hetaryl,    phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the ring in the    six last mentioned radicals may be unsubstituted or may carry 1, 2,    3, 4 or substituents which, independently of each other, are    selected from halogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl,    C₁-C₄-alkoxy and    -   C₁-C₄-haloalkoxy;

-   X² is OR^(2a), NR^(2b)R^(2c), S(O)_(m)R^(2d), wherein    -   R^(2a) is selected from C₁-C₄-alkyl, C₁-C₄-haloalkyl,        C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,        C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl, heterocyclyl-C₁-C₄-alkyl, phenyl, hetaryl,        phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the ring in        the six last mentioned radicals may be unsubstituted or may        carry 1, 2, 3, 4 or substituents which, independently of each        other, are selected from halogen, cyano, nitro, C₁-C₄-alkyl,        C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy, and wherein    -   R^(2b), R^(2c) are independently of each other selected from        hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,        C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl, C₂-C₄-haloalkenyl,        C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl, C₁-C₄-alkylcarbonyl,        C₁-C₄-haloalkylcarbonyl, C₁-C₄-alkylsulfonyl,        C₁-C₄-haloalkylsulfonyl, phenyl, phenylcarbonyl, phenylsulfonyl,        hetaryl, hetarylcarbonyl, hetarylsulfonyl, heterocyclyl,        heterocyclylcarbonyl, heterocyclylsulfonyl,        heterocyclyl-C₁-C₄-alkyl, phenyl-C₁-C₄-alkyl and        hetaryl-C₁-C₄-alkyl, wherein the ring in the twelve last        mentioned radicals may be unsubstituted or may carry 1, 2, 3, 4        or 5 substituents which, independently of each other, are        selected from halogen, cyano, nitro, C₁-C₄-alkyl,        C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy, or    -   R^(2b) and R^(2c) together with the nitrogen atom to which they        are bound form a 5- or 6-membered, saturated or unsaturated        heterocycle, which may carry a further heteroatom being selected        from O, S and N as a ring member atom and wherein the        heterocycle may be unsubstituted or may carry 1, 2, 3, 4 or 5        substituents which, independently of each other, are selected        from halogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl,        C₁-C₄-alkoxy and C₁-C₄-haloalkoxy, and wherein    -   R^(2d) is selected from C₁-C₄-alkyl, C₁-C₄-haloalkyl,        C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,        C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl, heterocyclyl-C₁-C₄-alkyl, phenyl, hetaryl,        phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the ring in        the six last mentioned radicals may be unsubstituted or may        carry 1, 2, 3, 4 or 5 substituents which, independently of each        other, are selected from halogen, cyano, nitro, C₁-C₄-alkyl,        C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy;

-   R¹ is hydrogen, CN, C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl,    C₃-C₁₀-cycloalkyl, C₃-C₁₀-halocycloalkyl, C₂-C₁₀-alkenyl,    C₂-C₁₀-haloalkenyl, C₂-C₁₀-alkynyl, C₃-C₁₀-haloalkynyl,    C₁-C₅-alkylen-CN, OR^(a), C₁-C₅-alkylen-OR^(a), C(Y)R^(b),    C₁-C₅-alkylen-C(Y)R^(b), C(Y)OR^(c), C₁-C₅-alkylen-C(Y)OR^(c),    S(O)₂R^(d), NR^(e)R^(f), C₁-C₅-alkylen-NR^(e)R^(f), C(Y)NR^(g)R^(h),    C₁-C₅-alkylen-C(Y)NR^(g)R^(h), S(O)_(m)NR^(e)R^(f),    C(Y)NR^(i)NR^(e)R^(f), C₁-C₅-alkylen-S(O)₂R^(d),    C₁-C₅-alkylen-S(O)_(m)NR^(e)R^(f),    C₁-C₅-alkylen-C(Y)NR^(i)NR^(e)R^(f), phenyl, heterocyclyl, hetaryl,    phenyl-C₁-C₅-alkyl, C₃-C₁₀-cycloalkyl-C₁-C₅-alkyl,    heterocyclyl-C₁-C₅-alkyl and hetaryl-C₁-C₅-alkyl wherein the rings    of the seven last mentioned radicals may be unsubstituted or may    carry 1, 2, 3, 4 or 5 identical or different substituents selected    from the radicals R^(y) and R^(x);

-   Y is O or S;

-   R^(a), R^(b), R^(c) are independently of each other selected from    hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,    C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,    heterocyclyl, heterocyclyl-C₁-C₄-alkyl, phenyl, hetaryl,    phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the ring in the    six last mentioned radicals may be unsubstituted or may carry 1, 2,    3, 4 or substituents which, independently of each other, are    selected from halogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl,    C₁-C₄-alkoxy and C₁-C₄-haloalkoxy;

-   R^(d) is selected from C₁-C₄-alkyl, C₁-C₄-haloalkyl,    C₃-C₆-cycloalkyl, C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl,    C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyl,    C₁-C₄-alkoxy-C₁-C₄-alkyl, heterocyclyl, heterocyclyl-C₁-C₄-alkyl,    phenyl, hetaryl, phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein    the ring in the six last mentioned radicals may be unsubstituted or    may carry 1, 2, 3, 4 or 5 substituents which are independently of    each other selected from halogen, cyano, nitro, C₁-C₄-alkyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy;

-   R^(e), R^(f) are independently of each other selected from hydrogen,    C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,    C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,    C₁-C₄-alkylcarbonyl, C₁-C₄-haloalkylcarbonyl, C₁-C₄-alkylsulfonyl,    C₁-C₄-haloalkylsulfonyl, heterocyclyl, heterocyclyl-C₁-C₄-alkyl,    heterocyclylcarbonyl, heterocyclyl-C₁-C₄-sulfonyl, phenyl,    phenylcarbonyl, phenylsulfonyl, hetaryl, hetarylcarbonyl,    hetarylsulfonyl, phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein    the ring in the twelve last mentioned radicals may be unsubstituted    or may carry 1, 2, 3, 4 or 5 substituents which, independently of    each other, are selected from halogen, cyano, nitro, C₁-C₄-alkyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy; or

-   R^(e) and R^(f) together with the nitrogen atom to which they are    bound form a 5- or 6-membered, saturated or unsaturated heterocycle,    which may carry a further heteroatom being selected from O, S and N    as a ring member atom and wherein the heterocycle may be    unsubstituted or may carry 1, 2, 3, 4 or 5 substituents which are    independently of each other selected from halogen, cyano, nitro,    C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy;

-   R^(g), R^(h) are independently of each other selected from hydrogen,    C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,    C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl, C₂-C₄-haloalkenyl,    C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl, heterocyclyl,    heterocyclyl-C₁-C₄-alkyl, phenyl, hetaryl, phenyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the ring in the six last mentioned    radicals may be unsubstituted or may carry 1, 2, 3, 4 or    substituents which are independently of each other selected from    halogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy    and C₁-C₄-haloalkoxy;

-   R^(i) is selected from hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,    C₃-C₆-cycloalkyl, C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl,    C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyl,    C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl and phenyl-C₁-C₄-alkyl wherein the    phenyl ring in the two last mentioned radicals may be unsubstituted    or may carry 1, 2, 3, 4 or 5 substituents which are independently of    each other selected from halogen, cyano, nitro, C₁-C₄-alkyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy;

-   R^(x) are independently of each other selected from cyano, nitro,    C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, S(O)_(m)R^(d), S(O)_(m)NR^(e)R^(f),    C₁-C₁₀-alkylcarbonyl, C₁-C₄-haloalkylcarbonyl, C₁-C₄-alkoxycarbonyl,    C₁-C₄-haloalkoxycarbonyl, C₃-C₆-cycloalkyl, 5- to 7-membered    heterocyclyl, 5- or 6-membered hetaryl, phenyl, C₃-C₆-cycloalkoxy,    3- to 6-membered heterocyclyloxy and phenoxy, wherein the last 7    mentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5    radicals R^(y); and wherein

-   R^(y) is selected from halogen, cyano, nitro, C₁-C₄-alkyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, S(O)_(m)R^(d),    S(O)_(m)NR^(e)R^(f), C₁-C₄-alkylcarbonyl, C₁-C₄-haloalkylcarbonyl,    C₄-alkoxycarbonyl, C₁-C₄-haloalkoxycarbonyl, C₃-C₆-cycloalkyl,    C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl, C₂-C₄-haloalkenyl,    C₂-C₄-alkynyl and C₁-C₄-alkoxy-C₁-C₄-alkyl.

In the compounds according to the present invention at least one of thegroups T, U, V and W is N, i.e. the heterocycle comprising the groups T,U, V and W in the compounds of formulae I and II is selected frompyrazine-2-yl, pyridazine-3-yl, pyridazin-4-yl, pyrimidine-5-yl,1,2,3-triazine-4-yl, 1,2,3-triazine-5-yl, 1,2,4-triazine-3-yl,1,2,4-triazine-5-yl, 1,2,4-triazine-6-yl, 1,2,4,5-tetrazine-3-yl and1,2,3,5-tetrazin-4-yl.

A further aspect of the present invention relates to a method forcontrolling invertebrate pests which method comprises treating thepests, their food supply, their habitat or their breeding ground or aplant, seed, soil, area, material or environment in which the pests aregrowing or may grow, or the materials, plants, seeds, soils, surfaces orspaces to be protected from pest attack or infestation with apesticidally effective amount of a pyrazole compound of formulae I or IIaccording to the present invention or a salt or an N-oxide thereof.

A further aspect of the present invention relates to a method forprotecting plant propagation material and/or the plants which growtherefrom, which method comprises treating the plant propagationmaterial with a pesticidally effective amount of a compound of theformulae I or II according to the present invention or an agriculturallyacceptable salt or an N-oxide thereof.

A further aspect of the present invention relates to plant propagationmaterial, comprising at least one compound of formulae I or II accordingto the present invention and/or an agriculturally acceptable salt or anN-oxide thereof.

A further aspect of the present invention relates to a method fortreating or protecting an animal from infestation or infection byparasites which comprises bringing the animal in contact with aparasiticidally effective amount of a compound of the formulae I or IIaccording to the present invention or a veterinarily acceptable salt oran N-oxide thereof. Bringing the animal in contact with the compound Ior II, its salt or the veterinary composition of the invention meansapplying or administering it to the animal.

A further aspect of the present invention relates to an agriculturalcomposition containing at least one compound of formulae I or IIaccording to the present invention and/or an agriculturally acceptablesalt or an N-oxide thereof and at least one liquid or solid carrier.

DETAILED DESCRIPTION OF THE INVENTION

The radicals attached to the backbone of the compounds of formulae I orII may contain one or more centers of chirality. In this case thecompounds of the formulae I or II are present in the form of differentenantiomers or diastereomers, depending on the substituents. Compoundsof formula II additionally exist as cis- or trans-isomers with respectto the N═C axis. The present invention relates to every possiblestereoisomer of the compounds of formulae I or II, i.e. to singleenantiomers or diastereomers, as well as to mixtures thereof.

The compounds of formulae I or II may be amorphous or may exist in oneor more different crystalline states (polymorphs) which may havedifferent macroscopic properties such as stability or show differentbiological properties such as activities. The resent invention relatesto amorphous and crystalline compounds of formulae I or II, mixtures ofdifferent crystalline states of the respective compound I or II, as wellas amorphous or crystalline salts thereof.

Salts of the compounds of the formulae I or II are preferablyagriculturally and veterinarily acceptable salts. They can be formed ina customary manner, e.g. by reacting the compound with an acid of theanion in question if the compound of formulae I or II has a basicfunctionality.

Agriculturally useful salts of the compounds of formulae I and IIencompass especially the acid addition salts of those acids whosecations and anions, respectively, have no adverse effect on thepesticidal action of the compounds of formulae I or II.

Anions of useful acid addition salts are primarily chloride, bromide,fluoride, hydrogensulfate, sulfate, dihydrogenphosphate,hydrogenphosphate, phosphate, nitrate, bicarbonate, carbonate,hexafluorosilicate, hexafluorophosphate, benzoate, and the anions ofC₁-C₄-alkanoic acids, preferably formate, acetate, propionate andbutyrate. They can be formed by reacting compounds of formulae I and IIwith an acid of the corresponding anion, preferably of hydrochloricacid, hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.

Veterinarily acceptable salts of the compounds of formulae I and IIencompass especially the acid addition salts which are known andaccepted in the art for the formation of salts for veterinary use.Suitable acid addition salts, e.g. formed by compounds of formulae I orII containing a basic nitrogen atom, e.g. an amino group include saltswith inorganic acids, for example hydrochlorides, sulphates, phosphates,and nitrates and salts of organic acids for example acetic acid, maleicacid, e.g. the monoacid salts or diacid salts of maleic acid, dimaleicacid, fumaric acid, e.g. the monoacid salts or diacid salts of fumaricacid, difumaric acid, methane sulfenic acid, methane sulfonic acid, andsuccinic acid.

The term “N-oxide” includes any compound of formulae I or II which hasat least one tertiary nitrogen atom that is oxidized to an N-oxidemoiety.

The term “invertebrate pest” as used herein encompasses animalpopulations, such as insects, arachnids and nematodes. These pests mayattack plants thereby causing substantial damage to the plants attacked.The term “animal pest” as used herein also encompasses ectoparasiteswhich may infest animals, in particular warm blooded animals such ase.g. mammals or birds, or other higher animals such as reptiles,amphibians or fish, thereby causing substantial damage to the animalsinfested.

The term “plant propagation material” as used herein includes all thegenerative parts of the plant such as seeds and vegetative plantmaterial such as cuttings and tubers (e.g. potatoes), which can be usedfor the multiplication of the plant. This includes seeds, roots, fruits,tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants.Seedlings and young plants, which are to be transplanted aftergermination or after emergence from soil, may also be included. Theseplant propagation materials may be treated prophylactically with a plantprotection compound either at or before planting or transplanting.

The term “plants” comprises any types of plants including“non-cultivated plants” and in articular “cultivated plants”.

The term “non-cultivated plants” refers to any wild type species orrelated species or related genera of a cultivated plant.

The term “cultivated plants” as used herein includes plants which havebeen modified by breeding, mutagenesis or genetic engineering.Genetically modified plants are plants, which genetic material has beenso modified by the use of recombinant DNA techniques that under naturalcircumstances cannot readily be obtained by cross breeding, mutations ornatural recombination. Typically, one or more genes have been integratedinto the genetic material of a genetically modified plant in order toimprove certain properties of the plant. Such genetic modifications alsoinclude but are not limited to targeted post-transitional modificationof protein(s) (oligo- or polypeptides), for example by glycosylation orpolymer additions such as prenylated, acetylated or farnesylatedmoieties or PEG moieties (e.g. as disclosed in Biotechnol Prog. 2001July-August; 17(4):720-8, Protein Eng. Des. Sel. 2004 January;17(1):57-66, Nat. Protoc. 2007; 2(5):1225-35, Curr. Opin. Chem. Biol.2006 October; 10(5):487-91. Epub 2006 Aug. 28, Biomaterials. 2001 March;22(5):405-17, Bioconjug. Chem. 2005 January-February; 16(1):113-21).

The term “cultivated plants” as used herein further includes plants thathave been rendered tolerant to applications of specific classes ofherbicides, such as hydroxy-phenylpyruvate dioxygenase (HPPD)inhibitors; acetolactate synthase (ALS) inhibitors, such as sulfonylureas (see e.g. U.S. Pat. No. 6,222,100, WO 01/82685, WO 00/26390, WO97/41218, WO 98/02526, WO 98/02527, WO 04/106529, WO 05/20673, WO03/14357, WO 03/13225, WO 03/14356, WO 04/16073) or imidazolinones (seee.g. U.S. Pat. No. 6,222,100, WO 01/82685, WO 00/26390, WO 97/41218, WO98/02526, WO 98/02527, WO 04/106529, WO 05/20673, WO 03/14357, WO03/13225, WO 03/14356, WO 04/16073); enolpyruvylshikimate-3-phosphatesynthase (EPSPS) inhibitors, such as glyphosate (see e.g. WO 92/00377);glutamine synthetase (GS) inhibitors, such as glufosinate (see e.g.EP-A-0242236, EP-A-242246) or oxynil herbicides (see e.g. U.S. Pat. No.5,559,024) as a result of conventional methods of breeding or geneticengineering. Several cultivated plants have been rendered tolerant toherbicides by conventional methods of breeding (mutagenesis), forexample Clearfield® summer rape (Canola) being tolerant toimidazolinones, e.g. imazamox. Genetic engineering methods have beenused to render cultivated plants, such as soybean, cotton, corn, beetsand rape, tolerant to herbicides, such as glyphosate and glufosinate,some of which are commercially available under the trade namesRoundupReady® (glyphosate) and LibertyLink® (glufosinate).

The term “cultivated plants” as used herein further includes plants thatare by the use of recombinant DNA techniques capable to synthesize oneor more insecticidal proteins, especially those known from the bacterialgenus bacillus, particularly from bacillus thuringiensis, such asendotoxins, e.g. CryIA(b), CryIA(c), CryIF, CryIF(a2), CryIIA(b),CryIIIA, CryIIIB(b1) or Cry9c; vegetative insecticidal proteins (VIP),e.g. VIP1, VIP2, VIP3 or VIP3A; insecticidal proteins of bacteriacolonizing nematodes, for example Photorhabdus spp. or Xenorhabdus spp.;toxins produced by animals, such as scorpion toxins, arachnid toxins,wasp toxins, or other insect-specific neurotoxins; toxins produced byfungi, such Streptomycetes toxins, plant lectins, such as pea or barleylectins; agglutinins; proteinase inhibitors, such as trypsin inhibitors,serine protease inhibitors, patatin, cystatin or papain inhibitors;ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin,luffin, saporin or bryodin; steroid metabolism enzymes, such as3-hydroxysteroid oxidase, ecdysteroid-IDP-glycosyl-transferase,cholesterol oxidases, ecdysone inhibitors or HMG-CoA-reductase; ionchannel blockers, such as blockers of sodium or calcium channels;juvenile hormone esterase; diuretic hormone receptors (helicokininreceptors); stilben synthase, bibenzyl synthase, chitinases orglucanases. In the context of the present invention these insecticidalproteins or toxins are to be understood expressly also as pre-toxins,hybrid proteins, truncated or otherwise modified proteins. Hybridproteins are characterized by a new combination of protein domains,(see, for example WO 02/015701). Further examples of such toxins orgenetically-modified plants capable of synthesizing such toxins aredisclosed, for example, in EP-A 374 753, WO 93/007278, WO 95/34656, EP-A427 529, EP-A 451 878, WO 03/018810 and WO 03/052073. The methods forproducing such genetically modified plants are generally known to theperson skilled in the art and are described, for example, in thepublications mentioned above. These insecticidal proteins contained inthe genetically modified plants impart to the plants producing theseproteins protection from harmful pests from certain taxonomic groups ofarthropods insects, particularly to beetles (Coleoptera), flies(Diptera), and butterflies and moths (Lepidoptera) and to plantparasitic nematodes (Nematoda).

The term “cultivated plants” as used herein further includes plants thatare by the use of recombinant DNA techniques capable to synthesize oneor more proteins to increase the resistance or tolerance of those plantsto bacterial, viral or fungal pathogens. Examples of such proteins arethe so-called “pathogenesis-related proteins” (PR proteins, see, forexample EP-A 0 392 225), plant disease resistance genes (for examplepotato cultivars, which express resistance genes acting againstPhytophthora infestans derived from the mexican wild potato Solanumbulbocastanum) or T4-lysozym (e.g. potato cultivars capable ofsynthesizing these proteins with increased resistance against bacteriasuch as Erwinia amylvora). The methods for producing such geneticallymodified plants are generally known to the person skilled in the art andare described, for example, in the publications mentioned above.

The term “cultivated plants” as used herein further includes plants thatare by the use of recombinant DNA techniques capable to synthesize oneor more proteins to increase the productivity (e.g. bio mass production,grain yield, starch content, oil content or protein content) toleranceto drought, salinity or other growth-limiting environmental factors ortolerance to pests and fungal, bacterial or viral pathogens of thoseplants.

The term “cultivated plants” as used herein further includes plants thatcontain by the use of recombinant DNA techniques a modified amount ofsubstances of content or new substances of content, specifically toimprove human or animal nutrition, for example oil crops that producehealth-promoting long-chain omega-3 fatty acids or unsaturated omega-9fatty acids (e.g. Nexera® rape).

The term “cultivated plants” as used herein further includes plants thatcontain by the use of recombinant DNA techniques a modified amount ofsubstances of content or new substances of content, specifically toimprove raw material production, for example potatoes that produceincreased amounts of amylopectin (e.g. Amflora® potato).

The organic moieties mentioned in the above definitions of the variablesare—like the term halogen—collective terms for individual listings ofthe individual group members. The prefix C_(n)-C_(m) indicates in eachcase the possible number of carbon atoms in the group.

The term halogen denotes in each case fluorine, bromine, chlorine oriodine, in particular fluorine, chlorine or bromine.

The term “alkyl” as used herein and in the alkyl moieties of alkoxy,alkylcarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl and alkoxyalkyldenotes in each case a straight-chain or branched alkyl group havingusually from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms,preferably 1 to 4 carbon atoms and in particular from 1 to 3 carbonatoms. Examples of an alkyl group are methyl, ethyl, n-propyl,iso-propyl, n-butyl, 2-butyl, iso-butyl, tert-butyl, n-pentyl,1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl,1-ethylpropyl, n-hexyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl,1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl,1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl,2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl,2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl,1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl, n-heptyl, 1-methylhexyl,2-methylhexyl, 3-methylhexyl, 4-methylhexyl, 5-methylhexyl,1-ethylpentyl, 2-ethylpentyl, 3-ethylpentyl, 1-propylpentyl, n-octyl,1-methyloctyl, 2-methylheptyl, 1-ethylhexyl, 2-ethylhexyl,1,2-dimethylhexyl, 1-propylpentyl and 2-propylpentyl.

The term “alkylene” (or alkanediyl) as used herein in each case denotesan alkyl radical as defined above, wherein one hydrogen atom at anyposition of the carbon backbone is replaced by one further binding site,thus forming a bivalent moiety.

The term “haloalkyl” as used herein and in the haloalkyl moieties ofhaloalkoxy, haloalkylthio, haloalkylcarbonyl, haloalkylsulfonyl andhaloalkylsulfinyl, denotes in each case a straight-chain or branchedalkyl group having usually from 1 to 10 carbon atoms, frequently from 1to 6 carbon atoms, wherein the hydrogen atoms of this group arepartially or totally replaced with halogen atoms. Preferred haloalkylmoieties are selected from C₁-C₄-haloalkyl, more preferably fromC₁-C₂-haloalkyl, in particular from C₁-C₂-fluoroalkyl such asfluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl,2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl,pentafluoroethyl, and the like.

The term “alkoxy” as used herein denotes in each case a straight-chainor branched alkyl group which is bound via an oxygen atom and hasusually from 1 to 10 carbon atoms, frequently from 1 to 6 carbon atoms,preferably 1 to 4 carbon atoms. Examples of an alkoxy group are methoxy,ethoxy, n-propoxy, iso-propoxy, n-butyloxy, 2-butyloxy, iso-butyloxy,tert.-butyloxy, and the like.

The term “haloalkoxy” as used herein denotes in each case astraight-chain or branched alkoxy group having from 1 to 10 carbonatoms, frequently from 1 to 4 carbon atoms, preferably 1 to 3 carbonatoms, wherein the hydrogen atoms of this group are partially or totallyreplaced with halogen atoms, in particular fluorine atoms. Preferredhaloalkoxy moieties include C₁-C₄-haloalkoxy, in particularC₁-C₂-fluoroalkoxy, such as fluoromethoxy, difluoromethoxy,trifluoromethoxy, 1-fluoroethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy,2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy,2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy,2,2,2-trichloroethoxy, pentafluoroethoxy and the like.

The term “cycloalkyl” as used herein and in the cycloalkyl moieties ofcycloalkoxy and cycloalkylmethyl denotes in each case a mono- orbicyclic cycloaliphatic radical having usually from 3 to 10 carbon atomsor 3 to 6 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl,cyclohexyl, cycloheptyl, cyclooctyl, bicyclo[2.1.1]hexyl,bicyclo[3.1.1]heptyl, bicyclo[2.2.1]heptyl, and bicyclo[2.2.2]octyl.

The term “halocycloalkyl” as used herein and in the halocycloalkylmoieties of halo-cycloalkylmethyl denotes in each case a mono- orbicyclic cycloaliphatic radical having usually from 3 to 10 carbon atomsor 3 to 6 carbon atoms, wherein at least one, e.g. 1, 2, 3, 4 or 5 ofthe hydrogen atoms are replaced by halogen, in particular by fluorine orchlorine. Examples are 1- and 2-fluorocyclopropyl, 1,2-, 2,2- and2,3-difluorocyclopropyl, 1,2,2-trifluorocyclopropyl,2,2,3,3-tetrafluorocyclopropyl, 1- and 2-chlorocyclopropyl, 1,2-, 2,2-and 2,3-dichlorocyclopropyl, 1,2,2-trichlorocyclopropyl,2,2,3,3-tetrachlorocyclopropyl, 1-, 2- and 3-fluorocyclopentyl, 1,2-,2,2-, 2,3-, 3,3-, 3,4-, 2,5-difluorocyclopentyl, 1-, 2- and3-chlorocyclopentyl, 1,2-, 2,2-, 2,3-, 3,3-, 3,4-,2,5-dichlorocyclopentyl and the like.

The term “alkenyl” as used herein denotes in each case a singlyunsaturated hydrocarbon radical having usually 2 to 10, preferably 2 to4 carbon atoms, e.g. vinyl, allyl(2-propen-1-yl), 1-propen-1-yl,2-propen-2-yl, methallyl(2-methylprop-2-en-1-yl), 2-buten-1-yl,3-buten-1-yl, 2-penten-1-yl, 3-penten-1-yl, 4-penten-1-yl,1-methylbut-2-en-1-yl, 2-ethylprop-2-en-1-yl and the like.

The term “alkynyl” as used herein denotes in each case a singlyunsaturated hydrocarbon radical having usually 2 to 10, preferably 2 to4 carbon atoms, e.g. ethynyl, propargyl(2-propyn-1-yl), 1-propyn-1-yl,1-methylprop-2-yn-1-yl), 2-butyn-1-yl, 3-butyn-1-yl, 1-pentyn-1-yl,3-pentyn-1-yl, 4-pentyn-1-yl, 1-methylbut-2-yn-1-yl,1-ethylprop-2-yn-1-yl and the like.

The term “alkoxyalkyl” as used herein refers to alkyl usually comprising1 to 4 carbon atoms, wherein 1 carbon atom carries an alkoxy radicalusually comprising 1 to 10, in particular 1 to 4, carbon atoms asdefined above. Examples are CH₂OCH₃, CH₂—OC₂H₅, n-propoxymethyl,CH₂—OCH(CH₃)₂, n-butoxymethyl, (1-methylpropoxy)-methyl,(2-methylpropoxy)methyl, CH₂—OC(CH₃)₃, 2-(methoxy)ethyl,2-(ethoxy)ethyl, 2-(n-propoxy)-ethyl, 2-(1-methylethoxy)-ethyl,2-(n-butoxy)ethyl, 2-(1-methylpropoxy)-ethyl, 2-(2-methylpropoxy)-ethyl,2-(1,1-dimethylethoxy)-ethyl, 2-(methoxy)-propyl, 2-(ethoxy)-propyl,2-(n-propoxy)-propyl, 2-(1-methylethoxy)-propyl, 2-(n-butoxy)-propyl,2-(1-methylpropoxy)-propyl, 2-(2-methylpropoxy)-propyl,2-(1,1-dimethylethoxy)-propyl, 3-(methoxy)-propyl, 3-(ethoxy)-propyl,3-(n-propoxy)-propyl, 3-(1-methylethoxy)-propyl, 3-(n-butoxy)-propyl,3-(1-methylpropoxy)-propyl, 3-(2-methylpropoxy)-propyl,3-(1,1-dimethylethoxy)-propyl, 2-(methoxy)-butyl, 2-(ethoxy)-butyl,2-(n-propoxy)-butyl, 2-(1-methylethoxy)-butyl, 2-(n-butoxy)-butyl,2-(1-methylpropoxy)-butyl, 2-(2-methylpropoxy)-butyl,2-(1,1-dimethylethoxy)-butyl, 3-(methoxy)-butyl, 3-(ethoxy)-butyl,3-(n-propoxy)-butyl, 3-(1-methylethoxy)-butyl, 3-(n-butoxy)-butyl,3-(1-methylpropoxy)-butyl, 3-(2-methylpropoxy)-butyl,3-(1,1-dimethylethoxy)-butyl, 4-(methoxy)-butyl-4-(ethoxy)-butyl,4-(n-propoxy)-butyl, 4-(1-methylethoxy)-butyl, 4-(n-butoxy)-butyl,4-(1-methylpropoxy)-butyl, 4-(2-methylpropoxy)-butyl,4-(1,1-dimethylethoxy)-butyl and the like.

The term “alkylcarbonyl” (alkyl-C(═O)—), as used herein refers to astraight-chain or branched saturated alkyl group as define abovecomprising 1 to 10 carbon atoms (=C₁-C₁₀-alkylcarbonyl), preferably 1 to4 carbon atoms (=C₁-C₄-alkylcarbonyl) attached through the carbon atomof the carbonyl group at any position in the alkyl group.

The term “haloalkylcarbonyl” as used herein refers to an alkylcarbonylgroup as defined above wherein the hydrogen atoms are partially or fullysubstituted by fluorine, chlorine, bromine and/or iodine.

The term “alkylthio “(also alkylsulfanyl or alkyl-S—)” as used hereinrefers to a straight-chain or branched saturated alkyl group comprising1 to 10 carbon atoms (=C₁-C₁₀-alkylthio), preferably 1 to 4 carbon atoms(=C₁-C₄-alkylthio) as defined above, which is attached via a sulfur atomat any position in the alkyl group.

The term “haloalkylthio” as used herein refers to an alkylthio group asdefined above wherein the hydrogen atoms are partially or fullysubstituted by fluorine, chlorine, bromine and/or iodine.

The term “alkylsulfinyl” (also alkylsulfoxyl or alkyl-S(═O)—), as usedherein refers to a straight-chain or branched saturated alkyl group asdefine above comprising 1 to 10 carbon atoms (=C₁-C₁₀-alkylsulfinyl),preferably 1 to 4 carbon atoms (=C₁-C₄-alkylsulfinyl) attached throughthe sulfur atom of the sulfinyl group at any position in the alkylgroup.

The term “haloalkylsulfinyl” as used herein refers to an alkylsulfinylgroup as defined above wherein the hydrogen atoms are partially or fullysubstituted by fluorine, chlorine, bromine and/or iodine.

The term “alkylsulfonyl” (also alkyl-S(═O)₂—) as used herein refers to astraight-chain or branched saturated alkyl group comprising 1 to 10carbon atoms (=C₁-C₁₀-alkylsulfonyl), preferably 1 to 4 carbon atoms(=C₁-C₄-alkylsulfonyl), as defined above, which is attached via thesulfur atom of the sulfonyl group at any position in the alkyl group.

The term “haloalkylsulfonyl” as used herein refers to an alkylsulfonylgroup as defined above wherein the hydrogen atoms are partially or fullysubstituted by fluorine, chlorine, bromine and/or iodine.

The term “heterocyclyl” includes in general 3-, 4-, 5-, 6-, 7- or8-membered, in particular 5-, 6-, 7- or 8-membered monocyclicheterocyclic non-aromatic radicals and 8 to 10 membered bicyclicheterocyclic non-aromatic radicals, the mono- and bicyclic non-aromaticradicals may be saturated or unsaturated. The mono- and bicyclicheterocyclic non-aromatic radicals usually comprise 1, 2, 3 or 4heteroatoms selected from N, O and S as ring members, where S-atoms asring members may be present as S, SO or SO₂.

The term “heteroaryl” includes in general 5- or 6-membered unsaturatedmonocyclic heterocyclic radicals and 8 to 10 membered unsaturatedbicyclic heterocyclic radicals which are aromatic, i.e. they comply withHückel's rule (4n+2 rule). Hetaryl usually comprise 1, 2, 3 or 4heteroatoms selected from N, O and S as ring members.

The term “hetaryl” includes monocyclic 5- or 6-membered heteroaromaticradicals comprising as ring members 1, 2, 3 or 4 heteroatoms selectedfrom N, O and S. Examples of 5- or 6-membered heteroaromatic radicalsinclude pyridyl, i.e. 2-, 3-, or 4-pyridyl, pyrimidinyl, i.e. 2-, 4- or5-pyrimidinyl, pyrazinyl, pyridazinyl, i.e. 3- or 4-pyridazinyl,thienyl, i.e. 2- or 3-thienyl, furyl, i.e. 2- or 3-furyl, pyrrolyl, i.e.2- or 3-pyrrolyl, oxazolyl, i.e. 2-, 3- or 5-oxazolyl, isoxazolyl, i.e.3-, 4- or 5-isoxazolyl, thiazolyl, i.e. 2-, 3- or 5-thiazolyl,isothiazolyl, i.e. 3-, 4- or 5-isothiazolyl, pyrazolyl, i.e. 1-, 3-, 4-or 5-pyrazolyl, i.e. 1-, 2-, 4- or 5-imidazolyl, oxadiazolyl, e.g. 2- or5-[1,3,4]oxadiazolyl, 4- or 5-(1,2,3-oxadiazol)yl, 3- or5-(1,2,4-oxadiazol)yl, 2- or 5-(1,3,4-thiadiazol)yl, thiadiazolyl, e.g.2- or 5-(1,3,4-thiadiazol)yl, 4- or 5-(1,2,3-thiadiazol)yl, 3- or5-(1,2,4-thiadiazol)yl, triazolyl, e.g. 1H-, 2H- or3H-1,2,3-triazol-4-yl, 2H-triazol-3-yl, 1H-, 2H-, or 4H-1,2,4-triazolyland tetrazolyl, i.e. 1H- or 2H-tetrazolyl.

The term “hetaryl” also includes bicyclic 8- to 10-memberedheteroaromatic radicals comprising as ring members 1, 2 or 3 heteroatomsselected from N, O and S, wherein a 5- or 6-membered heteroaromatic ringis fused to a phenyl ring or to a 5- or 6-membered heteroaromaticradical. Examples of a 5- or 6-membered heteroaromatic ring fused to aphenyl ring or to a 5- or 6-membered heteroaromatic radical includebenzofuranyl, benzothienyl, indolyl, indazolyl, benzimidazolyl,benzoxathiazolyl, benzoxadiazolyl, benzothiadiazolyl, benzoxazinyl,chinolihyl, isochinolinyl, purinyl, 1,8-naphthyridyl, pteridyl,pyrido[3,2-d]pyrimidyl or pyridoimidazolyl and the like. These fusedhetaryl radicals may be bonded to the remainder of the molecule via anyring atom of 5- or 6-membered heteroaromatic ring or via a carbon atomof the fused phenyl moiety.

Examples of saturated or unsaturated 3-, 4-, 5-, 6-, 7- or 8-memberedheterocyclic radicals comprise saturated or unsaturated, non-aromaticheterocyclic rings, such as oxiranyl, oxetanyl, thietanyl,thietanyl-S-oxid (S-oxothietanyl), thietanyl-S-dioxid(S-dioxothiethanyl), pyrrolidinyl, pyrazolinyl, imidazolinyl,pyrrolinyl, pyrazolinyl, imidazolinyl, tetrahydrofuranyl,dihydrofuranyl, 1,3-dioxolanyl, dioxolenyl, thiolanyl, S-oxothiolanyl,S-dioxothiolanyl, dihydrothienyl, S-oxodihydrothienyl,S-dioxodihydrothienyl, oxazolidinyl, isoxazolidinyl, oxazolinyl,isoxazolinyl, thiazolinyl, isothiazolinyl, thiazolidinyl,isothiazolidinyl, oxathiolanyl, piperidinyl, piperazinyl, pyranyl,dihydropyranyl, tetrahydropyranyl, 1,3- and 1,4-dioxanyl, thiopyranyl,S.oxothiopyranyl, S-dioxothiopyranyl, dihydrothiopyranyl,S-oxodihydrothiopyranyl, S-dioxodihydrothiopyranyl,tetrahydrothiopyranyl, S-oxotetrahydrothiopyranyl,S-dioxotetrahydrothiopyranyl, morpholinyl, thiomorpholinyl,S-oxothiomorpholinyl, S-dioxothiomorpholinyl, thiazinyl and the like.Examples for heterocyclic ring also comprising 1 or 2 carbonyl groups asring members comprise pyrrolidin-2-only, pyrrolidin-2,5-dionyl,imidazolidin-2-only, oxazolidin-2-only, thiazolidin-2-only and the like.

The terms “phenylalkyl” and “phenoxyalkyl” refers to phenyl or phenoxy,respectively, which are bound via an alkyl group, in particular a methylgroup (=hetarylmethyl), to the remainder of the molecule, examplesincluding benzyl, 1-phenylethyl, 2-phenylethyl, 2-phenoxyethyl and thelike.

The terms “heterocyclylalkyl” and “hetarylalkyl” refers to heterocyclylor hetaryl, respectively, as defined above which are bound via analkylene group, in particular a methylene group (=heterocyclylmethyl orhetarylmethyl, respectively) or an 1,1-ethanediyl or 1,2-ethanediylgroup (=1-heterocyclylethyl, 2-heterocyclylethyl, 1-hetarylethyl or2-hetarylethyl, respectively), to the remainder of the molecule.

The remarks made below as to preferred embodiments of the variables ofthe compounds of formulae I or II are valid on their own as wellas—preferably—in combination with each other. The remarks made belowconcerning preferred embodiments of the variables further are validconcerning the compounds of formulae I or II as well as concerning theuses and methods according to the invention and the compositionaccording to the present invention.

A particular embodiment of the invention relates to the pyrazolecompounds of the formulae I and II, to their salts and to theirN-oxides, wherein T, U, V and W are as defined above, wherein X¹, X² andR¹ have the following meanings:

-   X¹ is S, O or NR^(1a), wherein R^(1a) is selected from hydrogen,    C₁-C₁₀-alkyl, C₁-C₄-haloalkyl, C₃-C₁₀-cycloalkyl,    C₃-C₁₀-cycloalkylmethyl, C₃-C₁₀-halocycloalkyl, C₂-C₁₀-alkenyl,    C₂-C₁₀-haloalkenyl, C₂-C₁₀-alkynyl, C₁-C₁₀-alkoxy-C₁-C₄-alkyl,    OR^(a), phenyl, hetaryl, phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl,    wherein the aromatic ring in the four last mentioned radicals may be    unsubstituted or may carry 1, 2, 3, 4 or substitutents which,    independently of each other, are selected from halogen, cyano,    nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and    C₁-C₄-haloalkoxy;-   is OR^(2a), NR^(2b)R^(2c), S(O)_(m)R^(2d), wherein m is 0, 1 or 2,    wherein    -   R^(2a) is selected from C₁-C₄-alkyl, C₁-C₄-haloalkyl,        C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,        C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        phenyl, hetaryl, phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl,        wherein the aromatic ring in the four last mentioned radicals        may be unsubstituted or may carry 1, 2, 3, 4 or substituents        which, independently of each other, are selected from halogen,        cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and        C₁-C₄-haloalkoxy, and wherein    -   R^(2b), R^(2c) are independently of each other selected from        hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,        C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl, C₂-C₄-haloalkenyl,        C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl, C₁-C₄-alkylcarbonyl,        C₁-C₄-haloalkylcarbonyl, C₁-C₄-alkylsulfonyl,        C₁-C₄-haloalkylsulfonyl, phenyl, phenylcarbonyl, phenylsulfonyl,        hetaryl, hetarylcarbonyl, hetarylsulfonyl, phenyl-C₁-C₄-alkyl        and hetaryl-C₁-C₄-alkyl, wherein the aromatic ring in the eight        last mentioned radicals may be unsubstituted or may carry 1, 2,        3, 4 or 5 substituents which, independently of each other, are        selected from halogen, cyano, nitro, C₁-C₄-alkyl,        C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy, or    -   R^(2b) and R^(2c) together with the nitrogen atom to which they        are bound form a 5- or 6-membered, saturated or unsaturated        heterocycle, which may carry a further heteroatom being selected        from O, S and N as a ring member atom and wherein the        heterocycle may be unsubstituted or may carry 1, 2, 3, 4 or 5        substituents which, independently of each other, are selected        from halogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl,        C₁-C₄-alkoxy and C₁-C₄-haloalkoxy, and wherein    -   R^(2d) is selected from C₁-C₄-alkyl, C₁-C₄-haloalkyl,        C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,        C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        phenyl, hetaryl, phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl,        wherein the aromatic ring in the four last mentioned radicals        may be unsubstituted or may carry 1, 2, 3, 4 or 5 substituents        which, independently of each other, are selected from halogen,        cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and        C₁-C₄-haloalkoxy;-   R¹ is hydrogen, CN, C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl,    C₃-C₁₀-cycloalkyl, C₃-C₁₀-halocycloalkyl, C₃-C₁₀-cycloalkylmethyl,    C₃-C₁₀-halocycloalkylmethyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₃-C₁₀-haloalkynyl, C₁-C₄-alkylen-CN, OR^(a),    C₁-C₄-alkylen-OR^(a), C(Y)R^(b), C₁-C₄-alkylen-C(Y)R^(b),    C(Y)OR^(c), C₁-C₄-alkylen-C(Y)OR^(c), S(O)₂R^(d), NR^(e)R^(f),    C₁-C₄-alkylen-NR^(e)R^(f), C(Y)NR^(g)R^(h),    C₁-C₄-alkylen-C(Y)NR^(g)R^(h), S(O)_(m)NR^(e)R^(f),    C(Y)NR^(i)NR^(e)R^(f), phenyl, hetaryl, phenyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl wherein the aromatic ring of the four last    mentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5    identical or different substituents R^(x) and wherein m is 0, 1 or    2;    wherein-   Y is O or S;-   R^(a), R^(b), R^(c) are independently of each other selected from    hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,    C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl    hetaryl, phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the    aromatic ring in the four last mentioned radicals may be    unsubstituted or may carry 1, 2, 3, 4 or substituents which,    independently of each other, are selected from halogen, cyano,    nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and    C₁-C₄-haloalkoxy;-   R^(d) is selected from C₁-C₄-alkyl, C₁-C₄-haloalkyl,    C₃-C₆-cycloalkyl, C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl,    C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyl,    C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl, hetaryl, phenyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the aromatic ring in the four last    mentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5    substituents which are independently of each other selected from    halogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy    and C₁-C₄-haloalkoxy;-   R^(e), R^(f) are independently of each other selected from hydrogen,    C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,    C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,    C₁-C₄-alkylcarbonyl, C₁-C₄-haloalkylcarbonyl, C₁-C₄-alkylsulfonyl,    C₁-C₄-haloalkylsulfonyl, phenyl, phenylcarbonyl, phenylsulfonyl,    hetaryl, hetarylcarbonyl, hetarylsulfonyl, phenyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the aromatic ring in the eight last    mentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5    substituents which, independently of each other, are selected from    halogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy    and C₁-C₄-haloalkoxy; or-   R^(e) and R^(f) together with the nitrogen atom to which they are    bound form a 5- or 6-membered, saturated or unsaturated heterocycle,    which may carry a further heteroatom being selected from O, S and N    as a ring member atom and wherein the heterocycle may be    unsubstituted or may carry 1, 2, 3, 4 or 5 substituents which are    independently of each other selected from halogen, cyano, nitro,    C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy;-   R^(g), R^(h) are independently of each other selected from hydrogen,    C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,    C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl, C₂-C₄-haloalkenyl,    C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl, hetaryl,    phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the aromatic    ring in the four last mentioned radicals may be unsubstituted or may    carry 1, 2, 3, 4 or substituents which are independently of each    other selected from halogen, cyano, nitro, C₁-C₄-alkyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy;-   R^(i) is selected from hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,    C₃-C₆-cycloalkyl, C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl,    C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyl,    C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl and phenyl-C₁-C₄-alkyl wherein the    phenyl ring in the two last mentioned radicals may be unsubstituted    or may carry 1, 2, 3, 4 or 5 substituents which are independently of    each other selected from halogen, cyano, nitro, C₁-C₄-alkyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy;    and wherein A is a pyrazole radical of formulae A1, A2 or A3 as    defined above wherein the variables R¹, R⁴¹, R⁴², R⁴³, R⁵¹, R⁵²,    R⁵³, R⁶¹, R⁶² and R⁶³ are as defined below:    R⁴¹, R⁴², R⁴³ and R⁵¹ are independently of each other selected from    hydrogen, halogen, CN, NO₂, C₁-C₁₀-alkyl, C₂-C₁₀-alkenyl and    C₂-C₁₀-alkynyl, wherein the 3 last mentioned radicals may be    unsubstituted, may be partially or fully halogenated or may carry 1,    2 or 3 identical or different substituents R^(x),    or wherein R⁴¹, R⁴², R⁴³ and R⁵¹ are further selected from OR^(a),    SR^(a), C(Y)R^(b), C(Y)OR^(c), S(O)₂R^(d), NR^(e)R^(f), hetaryl,    heterocyclyl, C₃-C₁₀-cycloalkyl, C₆-C₁₀-cycloalkenyl and phenyl,    wherein the five last mentioned radicals may be unsubstituted or may    carry 1, 2, 3, 4 or 5 identical or different substituents R^(x), and    wherein    R⁵², R⁵³ are selected from hydrogen, halogen, CN, NO₂, C₁-C₁₀-alkyl,    C₂-C₁₀-alkenyl and C₂-C₁₀-alkynyl, wherein the 3 last mentioned    radicals may be unsubstituted, may be partially or fully halogenated    or may carry 1, 2 or 3 identical or different substituents R^(x),    or wherein R⁵², R⁵³ are further selected from OR^(a), SR^(a),    C(Y)R^(b), C(Y)OR^(c), S(O)₂R^(d), NR^(e)R^(f), hetaryl,    heterocyclyl, C₃-C₁₀-cycloalkyl, C₅-C₁₀-cycloalkenyl and phenyl,    wherein the five last mentioned radicals may be unsubstituted or may    carry 1, 2, 3, 4 or 5 identical or different substituents R^(x), and    wherein

R⁶¹, R⁶², R⁶³ are selected from hydrogen, CN, NO₂, C₁-C₁₀-alkyl,C₂-C₁₀-alkenyl and C₂-C₁₀-alkynyl, wherein the three last mentionedradicals may be unsubstituted, may be partially or fully halogenated ormay carry 1, 2 or 3 identical or different substituents R^(x), orwherein R⁶¹, R⁶², R⁶³ are further selected from OR^(a), SR^(a),C(Y)R^(b), C(Y)OR^(c), S(O)₂R^(d), NR^(e)R^(f), C(Y)NR^(g)R^(h),S(O)_(m)NR^(e)R^(f), C(Y)NR^(i)NR^(e)R^(f), heterocyclyl, hetaryl,C₃-C₁₀-cycloalkyl, C₅-C₁₀-cycloalkenyl and phenyl, wherein the five lastmentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5identical or different substituents R^(y) and where m is 0, 1 or 2;

where R^(a), R^(b), R^(c), R^(d), R^(e), R^(f), R^(g), R^(h) and R^(i)are as defined above in connection with R¹ and wherein:

-   R^(x) are independently of each other selected from cyano, nitro,    C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio,    C₁-C₄-haloalkylthio, C₁-C₄-alkylsulfinyl, C₁-C₄-haloalkylsulfinyl,    C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl, C₁-C₁₀-alkylcarbonyl,    C₃-C₆-cycloalkyl, 5- to 7-membered heterocyclyl, phenyl,    C₃-C₆-cycloalkoxy, 3- to 6-membered heterocyclyloxy and phenoxy,    wherein the last 6 mentioned radicals may be unsubstituted or may    carry 1, 2, 3, 4 or 5 radicals R^(y); and wherein-   R^(y) is selected from halogen, cyano, nitro, C₁-C₄-alkyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio,    C₁-C₄-haloalkylthio, C₁-C₄-alkylsulfinyl, C₁-C₄-haloalkylsulfinyl,    C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl, C₁-C₄-alkylcarbonyl,    C₁-C₄-haloalkylcarbonyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl,    C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyl and    C₁-C₄-alkoxy-C₁-C₄-alkyl.

A first preferred embodiment of the invention relates to the pyrazolecompounds of the formula I, to their salts and to their N-oxides.

Among the compounds of the formula I, preference is given to thosecompounds, wherein X¹ is oxygen. These compounds are hereinafter alsoreferred to as compounds of formula I′.

Among the compounds of the formula I, preference is further given tothose compounds, wherein R¹ is hydrogen, CN, C₁-C₁₀-alkyl,C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl, C₂-C₁₀-alkynyl,C₁-C₄-alkylene-CN, OR^(a), C₁-C₄-alkylene-OR^(a), in particularC₁-C₄-alkoxy-C₁-C₄-alkyl, C(Y)R^(b), C(Y)OR^(c) or S(O)₂R^(d).

Among the compounds of the formula I, likewise preference is furthergiven to those compounds, wherein R¹ is selected from the groupconsisting of C₁-C₄-alkylene-CN, C₁-C₄-alkylene-OR^(a),C₁-C₄-alkylene-C(Y)R^(b), C₁-C₄-alkylen-NR^(e)R^(f),C₁-C₄-alkylen-C(Y)NR^(g)R^(h), phenyl-C₁-C₄-alkyl,heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the last threementioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals R^(x) and R^(y), which are as defined above and which arepreferably selected from halogen, NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl andC₁-C₄-haloalkylsulfonyl.

In a particular preferred embodiment or the invention, R¹ is selectedfrom the group consisting of hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl andC₁-C₄-alkoxy-C₁-C₄-alkyl. Amongst the compounds of this particularpreferred embodiment, preference is given to compounds, wherein R¹ ishydrogen or C₁-C₃-alkyl. Amongst the compounds of this particularpreferred embodiment, likewise preference is given to compounds, whereinR¹ is C₁-C₃-haloalkyl or C₁-C₂-alkoxy-C₁-C₂-alkyl.

In another particular preferred embodiment or the invention, R¹ isselected from the group consisting of C₁-C₄-alkylen-NR^(e)R^(f),phenyl-C₁-C₄-alkyl, in particular benzyl, 1-phenylethyl or2-phenylethyl, heterocyclyl-C₁-C₄-alkyl, in particularheterocyclylmethyl, 1-heterocyclylethyl or 2-heterocyclylethyl, andhetaryl-C₁-C₄-alkyl, in particular hetarylmethyl, 1-hetarylethyl or2-hetarylethyl, wherein the last twelve mentioned radicals may beunsubstituted or may carry 1, 2 or 3 radicals R^(x), which are asdefined above and which are preferably selected from halogen, NO₂,C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

Examples of preferred radicals R¹ include:

-   -   C₁-C₄-alkyl, such as methyl, ethyl, n-propyl, isopropyl,        n-butyl, ter.-butyl or 2-methylpropyl;    -   C₁-C₄-haloalkyl, such as 2-fluoroethyl, 2-chloroethyl,        2-bromoethyl, 2,2-difluoroethyl, 2,2-dichloroethyl,        2,2-dibromoethyl or 2,2,2-trifluoroethyl;    -   C₃-C₄-alkenyl such as 2-propenyl;    -   C₃-C₄-haloalkenyl such as 3,3-dichloro-2-propenyl or        3,3-dibromo-2-propenyl;    -   C₁-C₄-alkylene-CN such as cyanomethyl or cyanoethyl;    -   C₁-C₄-alkylen-OR^(a) such as methoxymethyl, ethoxymethyl        2-methoxyethyl or 2-ethoxyethyl;    -   C₁-C₄-alkylen-NR^(e)R^(f) such as 2-(dimethylamino)ethyl;    -   C₁-C₄-alkylen-C(Y)NR^(g)R^(h) such as        N,N-dimethylcarbamoylmethyl or N,N-dimethylthiocarbamoylmethyl    -   C₃-C₆-cycloalkyl, such as cyclopropyl, cyclobutyl or        cyclopentyl;    -   C₃-C₆-cycloalkyl-C₁-C₄-alkyl, in particular        C₃-C₆-cycloalkylmethyl, 1-C₃-C₆-cycloalkylethyl or        2-C₃-C₆-cycloalkylethyl such as cyclopropylmethyl,        cyclobutylmethyl or cyclopentylmethyl;    -   phenyl-C₁-C₄-alkyl, in particular benzyl, 1-phenylethyl or        2-phenylethyl, wherein the phenyl radicals may be unsubstituted        or may carry 1, 2 or 3 radicals R^(x) as defined above, e.g.        benzyl;    -   heterocyclyl-C₁-C₄-alkyl, in particular heterocyclylmethyl,        1-heterocyclylethyl or 2-heterocyclylethyl, wherein the        heterocyclyl radicals may be unsubstituted or may carry 1, 2 or        3 radicals R^(x) as defined above, e.g. oxetan-2-ylmethyl,        oxetan-3-ylmethyl, thietan-3-ylmethyl,        3,3-dioxathietan-3-ylmethyl, oxolan-2-ylmethyl,        oxolan-3-ylmethyl, oxazolin-2-ylmethyl, thiazolin-2-ylmethyl,        1H-imidazolin-2-ylmethyl, 1-methyl-1H-imidizolin-2-ylmethyl or        5,5-dimethyltetrahydrofuran-2-ylmethyl; and    -   hetaryl-C₁-C₄-alkyl, in particular hetarylmethyl, 1-hetarylethyl        or 2-hetarylethyl, wherein the hetarclyl radicals may be        unsubstituted or may carry 1, 2 or 3 radicals R^(x) as defined        above, e.g. 2-furylmethyl, 3-furylmethyl,        5-methylfuran-2-ylmethyl, 2-thienylmethyl, 3-thienylmethyl,        isothiazol-3-ylmethyl, isothiazol-4-ylmethyl,        isothiazol-5-ylmethyl, isoxazol-3-ylmethyl, isoxazol-4-ylmethyl,        isoxazol-5-ylmethyl, oxazol-2-ylmethyl, oxazol-4-ylmethyl,        oxazol-5-ylmethyl, thiazol-2-ylmethyl, thiazol-4-ylmethyl,        thiazol-5-ylmethyl, 1H-pyrazol-3-ylmethyl,        1H-pyrazol-4-ylmethyl, 2H-pyrazol-3-ylmethyl,        1-methyl-1H-pyrazol-3-ylmethyl, 1-methyl-1H-pyrazol-4-ylmethyl,        1-phenyl-1H-pyrazol-4-ylmethyl, 2-methyl-2H-pyrazol-3-ylmethyl,        1H-imidazol-2-ylmethyl, 1H-imidazol-4-ylmethyl,        1H-imidazol-5-ylmethyl, 1-methyl-1H-imidazol-2-ylmethyl,        1-methyl-1H-imidazol-4-ylmethyl,        1-methyl-1H-imidazol-5-ylmethyl, 2-pyridylmethyl or        3-pyridylmethyl.

Another embodiment of the invention relates to pyrazole compounds of theformula II, to the salts and N-oxides thereof and to the methods anduses of such compounds. In the compounds of the formula II, preferenceis given to those compounds, wherein X² in formula II is OR^(2a) orSR^(2a). In these compounds R^(2a) is preferably C₁-C₆-alkyl,C₃-C₆-alkenyl, C₃-C₆-alkynyl, C₃-C₆-cycloalkylmethyl orC₁-C₄-alkoxy-C₁-C₁₀-alkyl.

Another embodiment of the invention relates to compounds of the formulaII, wherein X² is NR^(2b)R^(2c). In these compounds R^(2b) and R^(2c)are preferably selected, independently of each other, from C₁-C₆-alkyl,C₃-C₆-cycloalkylmethyl or C₁-C₄-alkoxy-C₁-C₁₀-alkyl or R^(2b) andR^(2c), together with the nitrogen atom to which they are attached, forma saturated, nitrogen-bound 5- or 6-membered heterocycle which maycomprise a further heteroatom selected from O, S and N, e.g.NR^(2b)R^(2c) being 1-pyrrolidinyl, 1-piperidinyl, 1-piperazinyl,4-morpholinyl or 4-thiomorpholinyl.

Among the compounds of formulae I and II preference is given to thosecompounds, wherein U is N or C(R^(u)), wherein R^(u) is selected fromhydrogen, halogen, C₁-C₄-alkyl, C₁-C₃-haloalkyl, C₃-C₆-cycloalkyl,C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyland C₁-C₄-alkoxy-C₁-C₄-alkyl.

Among the compounds of formulae I and II preference is further given tothose compounds, wherein 1 or 2 of the groups T, U, V or W are N and theremaining groups are C(R^(t)), C(R^(u)), C(R^(v)) or C(R^(w)). Examplesof such compounds are compounds of formulae I or II, wherein theheterocycle comprising the groups T, U, V and W is selected frompyrazine-2-yl, pyridazine-3-yl, pyridazin-4-yl, pyrimidine-5-yl,1,2,3-triazine-4-yl, 1,2,3-triazine-5-yl, 1,2,4-triazine-3-yl,1,2,4-triazine-5-yl and 1,2,4-triazine-6-yl,

Among the compounds of formulae I and II preference is further given tothose compounds, wherein W is a group C(R^(w)). Examples of suchcompounds are compounds of formulae I or II, wherein the heterocyclecomprising the groups T, U, V and W is selected from pyrazine-2-yl,pyridazin-4-yl and pyrimidine-5-yl.

Among the compounds of formulae I and II preference is further given tothose compounds, wherein one of the groups T, U, V or W is N and theremaining groups are C(R^(t)), C(R^(u)), C(R^(v)) or C(R^(w)). Examplesof such compounds are compounds of formulae I or II, wherein theheterocycle comprising the groups T, U, V and W is selected frompyrazine-2-yl, pyridazine-3-yl, pyridazin-4-yl and pyrimidine-5-yl.

Among the compounds of formulae I and II preference is further given tothose compounds, wherein V is N. Examples of such compounds arecompounds of formulae I or II, wherein the heterocycle comprising thegroups T, U, V and W is pyridazin-4-yl.

Among the compounds of formulae I and II preference is further given tothose compounds selected from 4-pyridazine substituted compounds offormulae I.A or II.A

wherein A, X¹, X², R¹, R^(t), R^(u) and R^(w) independently from eachare as defined herein.

Among the compounds of formulae I and II preference is further given tothose compounds, wherein W is CR^(w) with R^(w) being hydrogen, i.e. Wis CH.

Among the compounds of formulae I and II preference is further given tothose compounds, wherein R^(t), R^(u) and R^(v), if present, areselected independently of each other from hydrogen, halogen, methyl,difluoromethyl, trifluoromethyl, methoxy, difluoromethoxy ortrifluoromethoxy. More preferably at least two of the radicals R^(t),R^(u), R^(v) or R^(w), if present, are hydrogen, i.e. at least two ofthe groups T, U, V and W are CH and the remaining groups are selectedindependently of each other from N and C(R^(t)), C(R^(u)), C(R^(v)) orC(R^(w)), respectively.

One particular embodiment of the invention relates to compounds offormulae I or II, wherein T and W are independently of each otherselected from N and CH. Most particularly R^(t), R^(u), R^(v) and R^(w),if present, are hydrogen, i.e. the groups T, U, V and W areindependently of each other selected from N and CH.

Another preferred embodiment of the invention relates to pyrazolecompounds the formulae I and II, to the salts and N-oxides thereof andto the methods and uses of such compounds, wherein A is a radical A1.Among the compounds, wherein A is A1, preference is given to compoundsof the formula I, wherein X¹, R¹, R^(t), R^(u), R^(v) and R^(w) are asdefined above and in particular have one of the preferred meanings.

Among the compounds of formulae I and II, wherein A is A1, preference isgiven to those compounds, wherein R⁴¹ is selected from hydrogen,halogen, CN, C₁-C₄-alkyl and C₂-C₁₀-alkenyl, wherein the two lastmentioned radicals may be unsubstituted, may be partially or fullyhalogenated or may carry 1, 2 or 3 identical or different substituentsselected from C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl,phenyl and phenoxy, wherein the last three mentioned radicals may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, or wherein R⁴¹ isfurther selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl,wherein the three last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 identical or different substituents selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

Preferably R⁴¹ is selected from hydrogen, halogen, CN, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl and phenyl,wherein phenyl may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals selected from halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy and C₁-C₄-haloalkoxy. More preferably R⁴¹ is selected fromhydrogen, halogen, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyland C₃-C₆-halocycloalkyl, in particular form hydrogen, methyl,difluoromethyl and trifluoromethyl. In particular R⁴¹ is hydrogen.

Among the compounds of formulae I and II, wherein A is A1, preference isfurther given to those compounds, wherein R⁵¹ is selected from hydrogen,halogen, CN, C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl, wherein the 2 lastmentioned radicals may be unsubstituted, may be partially or fullyhalogenated or may carry 1, 2 or 3 identical or different substituentsselected from C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl,phenyl and phenoxy, wherein the last three mentioned radicals may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, or wherein R⁵¹ isfurther selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl,wherein the three last mentioned radicals may be unsubstituted or maycarry 1, 2, 4 or 5 identical or different substituents selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

Preferably, R⁵¹ is selected from hydrogen, halogen, CN, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl, C₃-C₆-cycloalkyl,C₃-C₆-halocycloalkyl, C(O)NR^(g)R^(h), benzyl and phenyl, wherein phenyland benzyl may be unsubstituted or may carry 1, 2, 3, 4 or 5 radicalsselected from halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy. In particular, R⁵¹ is selected from hydrogen, halogen,CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyland phenyl, wherein phenyl may be unsubstituted or may carry 1, 2, 3, 4or 5 radicals selected from halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy and C₁-C₄-haloalkoxy. More preferably R⁵¹ is selected fromhydrogen, halogen, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyland C₃-C₆-halocycloalkyl. In a particular preferred embodiment R⁵¹ ishydrogen. In a likewise preferred embodiment R⁵¹ is selected fromhalogen, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl andC₃-C₆-cycloalkyl, in particular from chlorine, bromine, iodine, methylethyl, isopropyl, fluoromethyl, difluoromethyl, trifluoromethyl,1-fluoroethyl, 2-fluoroethyl, 1,1-difluoroethyl, 2,2-difluoroethyl,2,2,2-trifluoroethyl, pentafluoroethyl, chlorofluoromethyl,chlorodifluoromethyl, methoxymethyl, ethoxymethyl and cyclopropyl. Inanother likewise preferred embodiment R⁵¹ is a radical C(O)NR^(g)R^(h),wherein R^(g) and R^(h) are as defined herein, and wherein R^(g) ispreferably hydrogen or methyl and R^(h) is preferably hydrogen, alkyl orbenzyl. In a further likewise preferred embodiment R⁵¹ is a radicalSR^(a) or S(O)_(q)R^(d), wherein q is 1 or 2 and wherein R^(a) and R^(d)are as defined herein, and wherein R^(a) and R^(d) are preferablyC₁-C₄-alkyl or C₁-C₄-haloalkyl.

Preferably, the radical R⁴¹ is hydrogen, if R⁵¹ is different fromhydrogen. Preferably, the radical R⁵¹ is hydrogen, if R⁴¹ is differentfrom hydrogen. Likewise preferred are the compounds of the presentinvention, wherein R⁴¹ an R⁵¹ are both hydrogen.

Among the compounds of formulae I and II, wherein A is A1, preference isfurther given to those compounds, wherein n R⁶¹ is selected fromhydrogen, C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl, wherein the two lastmentioned radicals may be unsubstituted, may be partially or fullyhalogenated or may carry 1, 2 or 3 identical or different substituentsselected from C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl,phenyl and phenoxy, wherein the last three mentioned radicals may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, or wherein R⁶¹ isfurther selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl,wherein the three last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 identical or different substituents selected fromhalogen, NO₂, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

Preferably R⁶¹ is selected from hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl and phenyl, wherein phenyl may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkylthio,C₁-C₄-haloalkylthio, C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy and C₃-C₆-cycloalkyl, in particular fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy.

Likewise preferably, R⁶¹ is selected from 5- or 6-membered hetaryl, inparticular from pyridyl, pyrimidinyl, pyrazinyl, thiazolyl,isothiazolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl,1,3,4-thiadiazolyl, tetrazolyl and 1,2,4-triazolyl, wherein hetaryl maybe unsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkylthio,C₁-C₄-haloalkylthio, C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy and phenyl.

In a particular preferred embodiment R⁶¹ is hydrogen, C₁-C₄-alkyl orC₁-C₄-haloalkyl. In this particular preferred embodiment R⁶¹ isespecially selected from methyl, ethyl, n-propyl, isopropyl, isobutyl,fluoromethyl, difluoromethyl, trifluoromethyl, 2,2-difluoroethyl and2,2,2-trifluoroethyl, with particular preference given to methyl and2,2,2-trifluoroethyl.

In another particular preferred embodiment R⁶¹ is selected from 5- or6-membered hetaryl, in particular from pyridyl, pyrimidinyl, pyrazinyl,thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl,1,3,4-oxadiazolyl, 1,3,4-thiadiazolyl, tetrazolyl, 1,2,3-triazolyl and1,2,4-triazolyl, wherein hetaryl may be unsubstituted or may carry 1, 2,3, 4 or 5 radicals selected from halogen, NO₂, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl, C₁-C₄-alkoxy,C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, and phenyl. In this particularpreferred embodiment R⁶¹ is e.g. selected from: 5-chloro-2-pyridyl,3-chloro-5-trifluoro-methylpyridine-2-yl, 3-pyridyl, 4-pyridyl,2-thiazolyl, 4,5-dimethyl-thiazol-2-yl, 4-thiazolyl, 5-thiazolyl,4-trifluormethyl-thiazol-2-yl, 4-methylthiazol-2-yl,4-phenylthiazol-2-yl, 5-1,2,4-triazolyl, 3-methyl-triazol-5-yl,4-nitro-1-pyrazolyl-methyl, 2-imidazolyl, 4-imidazolyl, 5-imidazolyl,2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 3-isoxazolyl, 4-isoxazolyl,5-isoxazolyl, 3-methylisoxazol-5-yl, 5-methylisoxazol-3-yl, 3-pyrazolyl,[1,3,4]thiadiazol-2-yl, 5-tetrazolyl, 6-chloro-2-pyridyl,5-nitro-2-pyridyl, 3-nitro-2-pyridyl, 6-methyl-5-nitro-2-pyridyl,pyrazin-2-yl, pyrimidin-2-yl, thiophen-3-yl,1-methyl-[1,2,3]-triazol-4-yl, 1-phenyl-[1,2,3]-triazol-4-yl,4-methyl-5-isopropyl-4H-[1,2,4]-triazol-3-yl,4-methyl-5-cyclopropyl-4H-[1,2,4]-triazol-3-yl,4-methyl-5-trifluoromethyl-4H-[1,2,4]-triazol-3-yl,4,5-dimethyl-4H-[1,2,4]-triazol-3-yl,4-methyl-5-ethyl-4H-[1,2,4]-triazol-3-yl,4-isopropyl-4H-[1,2,4]-triazol-3-yl,4-cyclopropyl-4H-[1,2,4]-triazol-3-yl, 4-methyl-4H-[1,2,4]-triazol-3-yl,4-ethyl-4H-[1,2,4]-triazol-3-yl, 4-phenyl-4H-[1,2,4]-triazol-3-yl,5-methyl-1,3,4-oxadiazol-2-yl, 5-trifluoromethyl-1,3,4-oxadiazol-2-yl,5-phenyl-1,3,4-oxadiazol-2-yl, 5-methyl-1,3,4-thiadiazol-2-yl,5-trifluoromethyl-1,3,4-thiadiazol-2-yl and5-phenyl-1,3,4-thiadiazol-2-yl.

In a further particular preferred embodiment R⁶¹ is phenyl, which isunsubstituted or which carries 1, 2 or 3 radicals selected from halogen,NO₂, C₁-C₄-haloalkyl, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy. In this particular preferred embodiment R⁶¹ is e.g.selected from phenyl, 2-nitrophenyl, 3-nitrophenyl, 4-nitrophenyl,2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2-fluorophenyl,3-fluorophenyl, 4-fluorophenyl, 2,4-dichlorophenyl, 3,5-dichlorophenyl,3,4-dichlorophenyl, 2,4,6-trichlorophenyl, 2,3,4-trichlorophenyl,2,4-difluorophenyl, 2,6-difluorophenyl, 4-chloro-2-fluorophenyl,3-chloro-4-fluorophenyl, 2-methoxyphenyl, 3-methoxyphenyl,4-methoxyphenyl, 4-trifluoromethoxyphenyl, 4-difluoromethoxyphenyl,4-(trifluoromethylthio)phenyl, 4-(trifluoromethylsulfonyl)phenyl,2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 4-(isopropyl)phenyl,4-(heptafluoroisopropyl)phenyl, 2,6-dichloro-4-trifluoromethyl-phenyland 4-trifluoromethylphenyl.

In a further particular preferred embodiment R⁶¹ isC₁-C₄-alkoxy-C₂-C₄-alkyl, in particular 2-methoxyethyl or 2-ethoxyethyl.In a further particular preferred embodiment R⁶¹ is C₂-C₄-alkenyl, invinyl or 2-propenyl.

Preferably one or both of the radicals R⁴¹ and R⁵¹ are hydrogen, whileR⁶¹ is different from hydrogen.

Examples of suitable radicals A1 are the radicals of formulae A1.a,A1.b, A1.c, A1.d, A1.e, A1.f, A1.g, A1.h, A1.i, A1.k, A1.l, A1.m, A1.n,A1.o, A1.p, A1.q, A1.r, A1.s, A1.t, A1.u, A1.v, A1.w, A1.x, A1.y andA1.z, wherein R⁶¹ is as defined herein, and wherein R⁶¹ is e.g. aradical as defined in one line of table A1 (radicals A1.a1-A1.a111 toA1.z1-A1.z111):

Further examples of suitable radicals A1 are the radicals of formulaeA1.aa, A1.bb, A1.cc, A1.dd, A1.ee, A1.ff, A1.gg, A1.hh, A1.ii, A1.kk,A1.mm, A1.nn, A1.oo, A1.pp, A1.qq, A1.rr, A1.ss and A1.tt, wherein R⁶¹is as defined herein, and wherein R⁶¹ is e.g. a radical as defined inone line of table A1 (radicals A1.aa1-A1.aa111 to A1.tt1-A1.tt111):

Particular preference is given to the radicals of the formulae A1.a,A1.b, A1.c, A1.d, A1.e, A1.f, A1.o, A1.q, A1.r, A1.s, A1.t, A1.u, A1.v,A1.w, A1.x, and A1.y. Particular preference is also give to the radicalsof the formula A1.aa, A1.bb, A1.cc, A1.dd, A1.ee, A1.gg, A1.hh, A1.ii,A1.rr, A1.ss and A1.tt.

TABLE A line Radical R⁶¹/R⁵²/R⁵³/R⁶³ 1 H 2 CH₃ 3 CH₂CH₃ 4 CH₂CH₂CH₃ 5CH(CH₃)₂ 6 CH₂CF₃ 7 C(CH₃)₃ 8 C₆H₅ 9 4-Cl—C₆H₄ 10 4-F—C₆H₄ 112,4-Cl₂—C₆H₃ 12 4-(CH₃O)—C₆H₄ 13 2-pyridyl 14 5-chloro-2-pyridyl 15CH₂—C₆H₅ 16 4-(OCF₃)—C₆H₄ 17 4-(SCF₃)—C₆H₄ 18 4-(OCHF₂)—C₆H₄ 194-(CF(CF₃)₂)—C₆H₄ 20 4-(SO₂CH₃)—C₆H₄ 21 2,6-Cl-4-CF₃—C₆H₂ 223-chloro-5-trifluoro-methylpyridine-2-yl 23 3-pyridyl 24 4-pyridyl 252-thiazolyl 26 4,5-dimethyl-thiazol-2-yl 27 4-thiazolyl 28 5-thiazolyl29 4-trifluormethyl-thiazol-2-yl 30 4-methylthiazol-2-yl 314-phenylthiazol-2-yl 32 5-triazolyl 33 3-methyl-triazol-5-yl 344-chlorobenzyl 35 4-nitro-1-pyrazolyl-methyl 36 2-imidazolyl 374-imidazolyl 38 5-imidazolyl 39 2-oxazolyl 40 4-oxazolyl 41 5-oxazolyl42 3-isoxazolyl 43 4-isoxazolyl 44 5-isoxazolyl 45 3-methylisoxazol-5-yl46 5-methylisoxazol-3-yl 47 3-pyrazolyl 48 [1,3,4]thiadiazol-2-yl 495-tetrazolyl 50 4-NO₂—C₆H₄ 51 4-CF₃—C₆H₄ 52 2,4-F₂—C₆H₃ 53 3,5-Cl₂—C₆H₃54 3,4-Cl₂—C₆H₃ 55 4-C(CH₃)₃—C₆H₄ 56 3-Cl—C₆H₄ 57 3-F—C₆H₄ 58 2-F—C₆H₄59 2-CF₃—C₆H₄ 60 2-CH₃O—C₆H₄ 61 3-CH₃O—C₆H₄ 62 3-Cl-4-F—C₆H₃ 633-NO₂—C₆H₄ 64 2-CH₃—C₆H₄ 65 3-CH₃—C₆H₄ 66 4-CH₃—C₆H₄ 67 2-phenyl-C₆H₄ 683-phenyl-C₆H₄ 69 2-F-4-Cl—C₆H₃ 70 2,4,6-Cl₃—C₆H₂ 71 2,3,4-Cl₃—C₆H₂ 722,6-F₂—C₆H₃ 73 CH₂F 74 CHF₂ 75 CF₃ 76 CH₂CHF₂ 77 CH₂Cl 78 CHCl₂ 79 CCl₃80 CH₂CHCl₂ 81 CH₂CCl₃ 82 CH₂CH(CH₃)₂ 83 CH₂CH₂OCH₃ 84 2-NO₂—C₆H₄ 856-chloro-2-pyridyl 86 5-nitro-2-pyridyl 87 3-nitro-2-pyridyl 886-methyl-5-nitro-2-pyridyl 89 pyrazin-2-yl 90 pyrimidin-2-yl 91thiophen-3-yl 92 4-methyl-5-isopropyl-4H-[1,2,4]-triazol-3-yl 934-methyl-5-cyclopropyl-4H-[1,2,4]-triazol-3-yl 944-methyl-5-trifluoromethyl-4H-[1,2,4]-triazol-3-yl 954,5-dimethyl-4H-[1,2,4]-triazol-3-yl 964-methyl-5-ethyl-4H-[1,2,4]-triazol-3-yl 974-isopropyl-4H-[1,2,4]-triazol-3-yl 984-cyclopropyl-4H-[1,2,4]-triazol-3-yl 994-methyl-4H-[1,2,4]-triazol-3-yl 100 4-ethyl-4H-[1,2,4]-triazol-3-yl 1014-phenyl-4H-[1,2,4]-triazol-3-yl 102 5-methyl-1,3,4-thiadiazol-2-yl 103vinyl 104 2-propenyl 105 5-phenyl-1,3,4-thiadiazol-2-yl 1065-trifluoromethyl-1,3,4-thiadiazol-2-yl 1075-phenyl-1,3,4-oxadiazol-2-yl 108 5-trifluoromethyl-1,3,4-oxadiazol-2-yl109 5-methyl-1,3,4-oxadiazol-2-yl 110 1-methyl-1,2,3-triazol-4-yl 1111-phenyl-1,2,3-triazol-4-yl

A further embodiment of the invention relates to pyrazole compounds offormulae I and II, to the salts and N-oxides thereof and to the methodsand uses of such compounds, wherein A is a radical A2. Among thecompounds of formulae I and II, wherein A is a radical A2, preference isgiven to compounds of the formulae I or II, wherein X¹, R¹, R^(t),R^(u), R^(v) and R^(w) are as defined above and in particular have oneof the preferred meanings.

Among the compounds of formulae I and II, wherein A is A2, preference isgiven to those compounds, wherein R⁴² is selected from hydrogen,halogen, CN, C₁-C₄-alkyl, and C₂-C₁₀-alkenyl, wherein the 2 lastmentioned radicals may be unsubstituted, may be partially or fullyhalogenated or may carry 1, 2 or 3 identical or different substituentsselected from C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl,phenyl and phenoxy, wherein the last three mentioned radicals may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, or wherein R⁴² isfurther selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl,wherein the three last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 identical or different substituents selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

Among the compounds of formulae I and II, wherein A is A2, preference isgiven to those compounds, wherein R⁴² is selected from hydrogen,halogen, CN, C₁-C₃-alkyl and C₂-C₃-alkenyl, wherein the 2 last mentionedradicals may be unsubstituted, may be partially or fully halogenated ormay carry 1, 2 or 3 identical or different substituents selected fromC₁-C₃-alkoxy, C₁-C₃-haloalkoxy, C₃-C₆-cycloalkyl, C₅-C₆-heteroaryl,phenyl and phenoxy, wherein the last three mentioned radicals may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, C₁-C₃-alkyl, C₁-C₃-haloalkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkoxy,C₁-C₃-alkylsulfonyl and C₁-C₃-haloalkylsulfonyl, or wherein R⁴² isfurther selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl,wherein the three last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 identical or different substituents selected fromhalogen, C₁-C₃-alkyl, C₁-C₃-haloalkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkoxy,C₁-C₃-alkylsulfonyl and C₁-C₃-haloalkylsulfonyl. More preferably R⁴² isselected from hydrogen, halogen, CN, C₁-C₃-alkyl, C₁-C₃-haloalkyl,C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl and phenyl, wherein phenyl may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, C₁-C₃-alkyl, C₁-C₃-haloalkyl, C₁-C₃-alkoxy andC₁-C₃-haloalkoxy; in particular R⁴² is selected from hydrogen, halogen,CN, C₁-C₃-alkyl, C₁-C₃-haloalkyl, C₃-C₆-cycloalkyl andC₃-C₆-halocycloalkyl.

Preferably R⁴² is selected from hydrogen, halogen, CN, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl and phenyl,wherein phenyl may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals selected from halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy and C₁-C₄-haloalkoxy. More preferably R⁴² is selected fromhydrogen, halogen, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyland C₃-C₆-halocycloalkyl. In particular R⁴² is hydrogen.

Among the compounds of formulae I and II, wherein A is A2, preference isfurther given to those compounds, wherein R⁵² is selected from hydrogen,halogen, CN, C₁-C₁₀-alkyl, and C₂-C₁₀-alkenyl, wherein the two lastmentioned radicals may be unsubstituted, may be partially or fullyhalogenated or may carry 1, 2 or 3 identical or different substitutentsselected from C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl,phenyl and phenoxy, wherein the last three mentioned radicals may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, or wherein R⁵² isfurther selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl,wherein the three last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 identical or different substituents selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

Preferably R⁵² is selected from hydrogen, halogen, CN, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl and phenyl,wherein phenyl may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals selected from halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy and C₁-C₄-haloalkoxy. More preferably R⁵² is hydrogen,C₁-C₄-alkyl or C₁-C₄-haloalkyl. In particular R⁵² is hydrogen.

Among the compounds of formulae I and II, wherein A is A2, preference isfurther given to those compounds, wherein R⁶² is selected from hydrogen,C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl, wherein the two last mentioned radicalsmay be unsubstituted, may be partially or full halogenated or may carry1, 2 or 3 identical or different substituents selected fromC₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl, phenyl andphenoxy, wherein the last three mentioned radicals may be unsubstitutedor may carry 1, 2, 3, 4 or 5 radicals selected from halogen,C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, or wherein R⁶² isfurther selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl,wherein the three last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 identical or different substituents selected fromhalogen, NO₂, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

Preferably R⁶² is selected from hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy-C₂-C₄-alkyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl andphenyl, wherein phenyl may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals selected from halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy and C₁-C₄-haloalkoxy. More preferably R⁶² is selected fromhydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₂-C₄-alkyl,C₃-C₆-cycloalkyl and C₃-C₆-halocycloalkyl. In particular R⁶² ishydrogen.

Examples of suitable radicals A2 are the radicals of formulae A2.aa,A2.ab, A2.ac, A2.ad, A2.ae, A2.af, A2.ag, A2.ah, A2.ai, A2.ak, A2.al,A2.am, A2.an and A2.ao, wherein R⁶² is hydrogen and R⁵² is a radical asdefined in one line of table A (radicals A2.aa1-A2.aa111 toA2.ao1-A2.ao111):

Further examples of suitable radicals A2 are the radicals of formulaeA2.ba, A2.bb, A2.bc, A2.bd, A2.be, A2.bf, A2.bg, A2.bh, A2.bi, A2.bk,A2.bl, A2.bm, A2.bn and A2.bo, wherein R⁶² is CH₃ and R⁵² is as definedin one line of table A (radicals A2.ba1-A2.ba111 to A2.bo1-A2.bo111):

Further examples of suitable radicals A2 are the radicals of formulaeA2.ca, A2.cb, A2.cc, A2.cd, A2.ce, A2.cf, A2.cg, A2.ch, A2.ci, A2.ck,A2.cl, A2.cm, A2.cn and A2.co, wherein R⁶² is CHF₂ and R⁵² is as definedin one line of table A (radicals A2.ca1-A2.ca111 to A2.co1-A2.co111):

Further examples of suitable radicals A2 are the radicals of formulaeA2.da, A2.db, A2.dc, A2.dd, A2.de, A2.df, A2.dg, A2.dh, A2.di, A2.dk,A2.dl, A2.dm, A2.dn and A2.do, wherein R⁶² is CF₃ and R⁵² is as definedin one line of table A (radicals A2.da1-A2.da111 to A2.do1-A2.do111):

Further examples of suitable radicals A2 are the radicals of formulaeA2.ea, A2.fa, A2.ga, A2.ha, wherein R⁵² is as defined in one line oftable A (radicals A2.ea1-A2.ea111, A2.fa1-A2.fa111, A2.ga1-A2.ga111, andA2.ha1-A2.ha111):

A further embodiment of the invention relates to pyrazole compounds offormulae I and II, to the salts and N-oxides thereof and to the methodsand uses of such compounds, wherein A is a radical A3. Among thecompounds of the formulae I and II, wherein A is a radical A3,preference is given to compounds of the formulae I or II, wherein X¹,R¹, R^(t), R^(u), R^(v) and R^(w) are as defined above and in particularhave one of the preferred meanings.

Among the compounds of formulae I and II, wherein A is A3, preference isgiven to those compounds, wherein R⁴³ is selected from hydrogen,halogen, CN, C₁-C₄-alkyl and C₂-C₁₀-alkenyl, wherein the 2 lastmentioned radicals may be unsubstituted, may be partially or fullyhalogenated or may carry 1, 2 or 3 identical or different substituentsselected from C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl,phenyl and phenoxy, wherein the last three mentioned radicals may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, or wherein R⁴³ isfurther selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl,wherein the three last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 identical or different substituents selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

Preferably R⁴³ is selected from hydrogen, halogen, CN, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl and phenyl,wherein phenyl may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals selected from halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy and C₁-C₄-haloalkoxy. More preferably R⁴³ is selected fromhydrogen, halogen, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyland C₃-C₆-halocycloalkyl. In particular R⁴³ is hydrogen.

Among the compounds of formulae I and II, wherein A is A3, preference isfurther given to those compounds, wherein n R⁵³ is selected fromhydrogen, halogen, CN, C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl, wherein the 2last mentioned radicals may be unsubstituted, may be partially or fullyhalogenated or may carry 1, 2 or 3 identical or different substituentsselected from C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl,phenyl and phenoxy, wherein the last three mentioned radicals may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, or wherein R⁵³ isfurther selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl,wherein the three last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 identical or different substituents selected fromhalogen, C₁-C₄-alkyl C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

Preferably R⁵³ is selected from hydrogen, halogen, CN, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl and phenyl,wherein phenyl may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals selected from halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy and C₁-C₄-haloalkoxy. More preferably R⁵³ is selected fromhydrogen, halogen, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyland C₃-C₆-halocycloalkyl. In particular R⁵³ is hydrogen.

Among the compounds of formulae I and II, wherein A is A3, preference isfurther given to those compounds, wherein R⁶³ is selected from hydrogen,C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl, wherein the two last mentioned radicalsmay be unsubstituted, may be partially or fully halogenated or may carry1, 2 or 3 identical or different substituents selected fromC₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl, phenyl andphenoxy, wherein the last three mentioned radicals may be unsubstitutedor may carry 1, 2, 3, 4 or 5 radicals selected from halogen,C₁-C₄-alkyl, C₁-C₄-alkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, or wherein R⁶³ isfurther selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl,wherein the three last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 identical or different substituents selected fromhalogen, NO₂, CN, C₁-C₄-alkyl C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

Preferably R⁶³ is selected from hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl and phenyl, wherein phenyl may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkylthio,C₁-C₄-haloalkylthio, C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy and C₃-C₆-cycloalkyl, in particular fromhalogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy.

Likewise preferably, R⁶³ is selected from 5- or 6-membered hetaryl, inparticular from pyridyl, pyrimidinyl, pyrazinyl, thiazolyl,isothiazolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl,1,3,4-thiadiazolyl, tetrazolyl and 1,2,4-triazolyl, wherein hetaryl maybe unsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkylthio,C₁-C₄-haloalkylthio, C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy and phenyl.

In a particular preferred embodiment R⁶³ is hydrogen, C₁-C₄-alkyl orC₁-C₄-haloalkyl. In this particular preferred embodiment R⁶³ isespecially selected from methyl, ethyl, n-propyl, isopropyl, isobutyl,fluoromethyl, difluoromethyl, trifluoromethyl, 2,2-difluoroethyl and2,2,2-trifluoroethyl, with particular preference given to methyl and2,2,2-trifluoroethyl.

In another particular preferred embodiment R⁶³ is selected from 5- or6-membered hetaryl, in particular from pyridyl, pyrimidinyl, pyrazinyl,thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl,1,3,4-thiadiazolyl, tetrazolyl and 1,2,4-triazolyl, wherein hetaryl maybe unsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected fromhalogen, NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkylthio,C₁-C₄-haloalkylthio, C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, and phenyl. In thisparticular preferred embodiment R⁶³ is e.g. selected from:5-chloro-2-pyridyl, 3-chloro-5-trifluoro-methylpyridine-2-yl, 3-pyridyl,4-pyridyl, 2-thiazolyl, 4,5-dimethyl-thiazol-2-yl, 4-thiazolyl,5-thiazolyl, 4-trifluormethyl-thiazol-2-yl, 4-methylthiazol-2-yl,4-phenylthiazol-2-yl, 5-1,2,4-triazolyl, 3-methyl-triazol-5-yl,4-nitro-1-pyrazolyl-methyl, 2-imidazolyl, 4-imidazolyl, 5-imidazolyl,2-oxazolyl, 4-oxazolyl, 5-oxazolyl, 3-isoxazolyl, 4-isoxazolyl,5-isoxazolyl, 3-methylisoxazol-5-yl, 5-methylisoxazol-3-yl, 3-pyrazolyl,[1,3,4]thiadiazol-2-yl, 5-tetrazolyl, 6-chloro-2-pyridyl,5-nitro-2-pyridyl, 3-nitro-2-pyridyl, 6-methyl-5-nitro-2-pyridyl,pyrazin-2-yl, thiophen-3-yl,4-methyl-5-isopropyl-4H-[1,2,4]-triazol-3-yl,4-methyl-5-cyclopropyl-4H-[1,2,4]-triazol-3-yl,4-methyl-5-trifluoromethyl-4H-[1,2,4]-triazol-3-yl,4,5-dimethyl-4H-[1,2,4]-triazol-3-yl,4-methyl-5-ethyl-4H-[1,2,4]-triazol-3-yl,4-isopropyl-4H-[1,2,4]-triazol-3-yl,4-cyclopropyl-4H-[1,2,4]-triazol-3-yl, 4-methyl-4H-[1,2,4]-triazol-3-yl,4-ethyl-4H-[1,2,4]-triazol-3-yl, 4-phenyl-4H-[1,2,4]-triazol-3-yl and5-methyl-1,3,4-thiadiazol-2-yl.

In a further particular preferred embodiment R⁶³ is phenyl, which isunsubstituted or which carries 1, 2 or 3 radicals selected from halogen,NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy. In this particular preferred embodiment R⁶¹ is e.g.selected from phenyl, 2-nitrophenyl, 3 nitrophenyl, 4-nitrophenyl,2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2-fluorophenyl,3-fluorophenyl, 4-fluorophenyl, 2,4-dichlorophenyl, 3,5-dichlorophenyl,3,4-dichlorophenyl, 2,4,6-trichlorophenyl, 2,3,4-trichlorophenyl,2,4-difluorophenyl, 2,6-difluorophenyl, 4-chloro-2-fluorophenyl,3-chloro-4-fluorophenyl, 2-methoxyphenyl, 3-methoxyphenyl,4-methoxyphenyl, 4-trifluoromethoxyphenyl, 4-difluoromethoxyphenyl,4-(trifluoromethylthio)phenyl, 4-(trifluoromethylsulfonyl)phenyl,2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 4-(isopropyl)phenyl,4-(heptafluoroisopropyl)phenyl, 2,6-dichloro-4-trifluoromethyl-phenyland 4-trifluoromethylphenyl.

In a further particular preferred embodiment R⁶³ isC₁-C₄-alkoxy-C₂-C₄-alkyl, in particular 2-methoxyethyl or 2-ethoxyethyl.

Examples of suitable radicals A3 are the radicals of formulae A3.aa,A3.ab, A3.ac, A3.ad, A3.ae, A3.af, A3.ag, A3.ah, A3.ai, A3.ak, A3.al,A3.am, A3.an and A3.ao, wherein R⁶³ is a radical as defined in one lineof table A (radicals A3.aa1-A3.aa111 to A3.ao1-A3.ao111):

Further examples of suitable radicals A3 are the radicals of formulaeA3.ba, A3.bb, A3.bc, A3.bd, A3.be, A3.bf, A3.bg, A3.bh, A3.bi, A3.bk,A3.bl, A3.bm, A3.bn and A3.bo, wherein R⁶³ is a radical as defined inone row of table A (radicals A3.ba1-A3.ba111 to A3.bo1-A3.bo111):

Further examples of suitable radicals A3 are the radicals of formulaeA3.ca, A3.cb, A3.cc, A3.cd, A3.ce, A3.cf, A3.cg, A3.ch, A3.ci, A3.ck,A3.cl, A3.cm, A3.cn and A3.co, wherein R⁵³ is a radical as defined inone row of table A (radicals A3.ca1-A3.ca111 to A3.co1-A3.co111):

Further examples of suitable radicals A3 are the radicals of formulaeA3.da, A3.db, A3.dc, A3.dd, A3.de, A3.df, A3.dg, A3.dh, A3.di, A3.dk,A3.dl, A3.dm, A3.dn and A3.do, wherein R⁵³ is a radical as defined inone row of table A (radicals A3.da1-A3.da111 to A3.do1-A3.do111):

Further examples of suitable radicals A3 are the radicals of formulaeA3.ea, A3.eb, A3.ec, A3.ed, A3.ee, A3.ef, A3.eg, A3.eh, A3.ei, A3.ek,A3.el, A3.em, A3.en and A3.eo, wherein R⁵³ is a radical as defined inone row of table A (radicals A3.ea1-A3.ea111 to A3.eo1-A3.eo111):

Further examples of suitable radicals A3 are the radicals of formulaeA3.fa, A3.fb, A3.fc, A3.fd, A3.fe, A3.ff, A3.fg, A3.fh, A3.fi, A3.fk,A3.fl, A3.fm, A3.fn and A3.fo, wherein R⁵³ is a radical as defined inone row of table A (radicals A3.fa1-A3.fa111 to A3.fo1-A3.fo111):

A very preferred embodiment of the invention relates to compounds of theformula I and to the salts and N-oxides thereof, wherein X¹ is O. Thesecompounds are hereinafter also referred to as compounds I′.

In formula I′, the variables A, R¹, T, U, V and W are as defined herein.

Among the compounds of the formula I′, preference is given to thosecompounds, wherein at least one of the radicals R¹, T, U, V and W,preferably at least two of the radicals R¹, T, U, V and W, and morepreferably all of the radicals R¹, T, U, V and W have one of thepreferred meanings.

Among the compounds of the formula I′, preference is further given tothose compounds, wherein A is a radical A1, e.g. a radical selected fromthe pyrazole radicals A1.a1 to A1.z111.

A particularly preferred embodiment of the invention (embodiment I′.A1)relates to compounds of formula I′.A and to the salts and N-oxidesthereof,

wherein A, R¹, R^(t), R^(u) and R^(w) are as defined herein.

In a particular embodiment of the compounds of the formula I′A, theradical A is a radical of the formula A1. These compounds arehereinafter also referred to compounds l′.A1:

In formula I′.A1, the radicals R¹, R^(t), R^(u), R^(w), R⁴¹, R⁵¹ and R⁶¹have the meanings given above, in particular the meanings given aspreferred meanings.

In formula I′.A1, R⁴¹, R⁵¹ and R⁶¹ have in particular the followingmeanings

-   R⁴¹ is selected from hydrogen, halogen, CN, C₁-C₄-alkyl and    C₂-C₁₀-alkenyl, wherein the 2 last mentioned radicals may be    unsubstituted, may be partially or fully halogenated or may carry 1,    2 or 3 identical or different substituents selected from    C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl, phenyl    and phenoxy, wherein the last three mentioned radicals may be    unsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected from    halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,    C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl,    or wherein R⁴¹ is further selected from C₃-C₆-cycloakyl,    C₅-C₆-hetaryl and phenyl, wherein the three last mentioned radicals    may be unsubstituted or may carry 1, 2, 3, 4 or 5 identical or    different substituents selected from halogen, C₁-C₄-alkyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl    and C₁-C₄-haloalkylsulfonyl;-   R⁵¹ is selected from hydrogen, halogen, CN, C₁-C₁₀-alkyl and    C₂-C₁₀-alkenyl, wherein the 2 last mentioned radicals may be    unsubstituted, may be partially or fully halogenated or may carry 1,    2 or 3 identical or different substituents selected from    C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl, phenyl    and phenoxy, wherein the last three mentioned radicals may be    unsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected from    halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,    C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl,    or wherein R⁵¹ is further selected from C₃-C₆-cycloalkyl,    C₅-C₆-hetaryl and phenyl, wherein the three last mentioned radicals    may be unsubstituted or may carry 1, 2, 3, 4 or 5 identical or    different substituents selected from halogen, C₁-C₄-alkyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl    and C₁-C₄-haloalkylsulfonyl; and-   R⁶¹ is selected from hydrogen, C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl,    wherein the two last mentioned radicals may be unsubstituted, may be    partially or fully halogenated or may carry 1, 2 or 3 identical or    different substituents selected from C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₃-C₆-cycloalkyl, hetaryl, phenyl and phenoxy, wherein the last    three mentioned radicals may be unsubstituted or may carry 1, 2, 3,    4 or 5 radicals selected from halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,    C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl and    C₁-C₄-haloalkylsulfonyl, or wherein R⁶¹ is further selected from    C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl, wherein the three last    mentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5    identical or different substituents selected from halogen, NO₂, CN,    C₁-C₄-alkyl, C₃-C₆-cycloalkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,    C₁-C₄-haloalkoxy, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.

In formula I′.A1, R⁴¹, R⁵¹ and R⁶¹ have in especially the followingmeanings

-   R⁴¹ is selected from is selected from hydrogen, halogen, CN,    C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl and    C₃-C₆-halocycloalkyl, especially from; and

Preferably, the radical R⁴¹ is hydrogen, if R⁵¹ is different fromhydrogen. Preferably, the radical R⁵¹ is hydrogen, if R⁴¹ is differentfrom hydrogen. Likewise preferred are the compounds of the presentinvention, wherein R⁴¹ and R⁵¹ are both hydrogen.

-   R⁵¹ is selected from hydrogen, halogen, CN, C₁-C₄-alkyl,    C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl and C₃-C₆-cycloalkyl,    especially chlorine, bromine, iodine, methyl ethyl, isopropyl,    fluoromethyl, difluoromethyl, trifluoromethyl, 1,1-difluoroethyl,    2,2,2-trifluoroethyl, pentafluoroethyl, chlorofluoromethyl,    methoxymethyl, ethoxymethyl and cyclopropyl;-   R⁶¹ is hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl or    C₁-C₄-alkoxy-C₂-C₄-alkyl,    or-   R⁶¹ is C₅-C₆-hetaryl or phenyl, wherein C₅-C₆-hetaryl and phenyl may    be unsubstituted or may carry 1, 2, 3, 4 or 5 identical or different    substituents selected from halogen, NO₂, CN, C₁-C₄-alkyl,    C₃-C₆-cycloalkyl, phenyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,    C₁-C₄-haloalkoxy, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, e.g. from.

In formula I′.A1 the radical R⁴¹ is preferably hydrogen, if R⁵¹ isdifferent from hydrogen. In formula I′.A1 the radical R⁵¹ is preferablyhydrogen, if R⁴¹ is different from hydrogen. In particular, the radicalR⁴¹ is hydrogen and R⁵¹ is different from hydrogen. Likewise preferredare the compounds of the formula I′.A1, wherein R⁴¹ an R⁵¹ are bothhydrogen.

In the particular embodiment of the compounds of the formula I′.A, wherethe radical A is a radical of the formula A1, the radical A is inparticular a pyrazole radical of the formulae A1.a to A1.z or a pyrazolradical of the formulae A1.aa to A1.tt, more preferably pyrazol radicalA1.a, A1.b, A1.c, A1.d, A1.e, A1.f, A1.o, A1.q, A1.r, A1.s, A1.t, A1.u,A1.v, A1.w, A1.x, A1.y, A1.aa, A1.bb, A1.cc, A1.dd, A1.ee, A1.gg, A1.hhor A1.ii, e.g. a radical selected from the pyrazole radicals A1.a1 toA1.z111 or from A1.aa1 to A1.tt111;

In the formula I′.A and I′.A1 the radicals R¹, R^(t), R^(u) and R^(w)preferably have the following meanings:

-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-C(Y)NR^(g)R^(h),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x) and    R^(y), which are as defined above and which are preferably selected    from halogen, NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,    C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl,    -   wherein R^(a), R^(b), R^(c), R^(d), R^(e) and R^(f) are as        defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t), R^(u), and R^(w) are independently from each other selected    from hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl,    methoxy, difluoromethoxy and trifluoromethoxy; and wherein    preferably at least one, more preferably 2 or 3, in particular all    of the radicals R^(t), R^(v), and R^(w) are hydrogen.

Examples of compounds of this particularly preferred embodiment are thecompounds given in the following tables 1 to 2847.

-   Table 1: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.a1 to A1.a111.-   Table 2: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.b1 to A1.b111.-   Table 3: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.c1 to A1.c111.-   Table 4: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.d1 to A1.d111.-   Table 5: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.e1 to A1.e111.-   Table 6: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.f1 to A1.f111.-   Table 7: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.g1 to A1.g111.-   Table 8: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.h1 to A1.h111.-   Table 9: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.i1 to A1.i111.-   Table 10: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.k1 to A1.k111.-   Table 11: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A selected from the radicals A1.l1 to A1.l111.-   Table 12: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.m1 to A1.m111.-   Table 13: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.n1 to A1.n111.-   Table 14: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.o1 to A1.o111.-   Table 15: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.p1 to A1.p111.-   Table 16: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.q1 to A1.q111.-   Table 17: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.r1 to A1.r111.-   Table 18: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.s1 to A1.s111.-   Table 19: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.t1 to A1.t111.-   Table 20: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.u1 to A1.u111.-   Table 21: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.v1 to A1.v111.-   Table 22: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.w1 to A1.w111.-   Table 23: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.x1 to A1.x111.-   Table 24: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.y1 to A1.y111.-   Table 25: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.z1 to A1.z111.-   Table 26: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.aa1 to A1.aa111.-   Table 27: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.bb1 to A1.bb111.-   Table 28: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.cc1 to A1.cc111.-   Table 29: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.dd1 to A1.dd111.-   Table 30: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R^(t), R^(u) and R^(w) are hydrogen and wherein A    is selected from the radicals A1.ee1 to A1.ee111.-   Table 31: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.ff1 to A1.ff111.-   Table 32: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.gg1 to A1.gg111.-   Table 33: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.hh1 to A1.hh111.-   Table 34: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.kk1 to A1.kk111.-   Table 35: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.mm1 to A1.mm111.-   Table 36: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.nn1 to A1.nn111.-   Table 37: Compound of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.oo1 to A1.oo111.-   Table 38: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.pp1 to A1.pp111.-   Table 39: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.qq1 to A1.qq111.-   Table 40: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.rr1 to A1.rr111.-   Table 41: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.ss1 to A1.ss111.-   Table 42: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A1.tt1 to A1.tt111.-   Table 43: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.a1 to A1.a111.-   Table 44: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.b1 to A1.b111.-   Table 45: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.c1 to A1.c111.-   Table 46: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.d1 to A1.d111.-   Table 47: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.e1 to A1.e111.-   Table 48: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.f1 to A1.f111.-   Table 49: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.g1 to A1.g111.-   Table 50: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.h1 to A1.h111.-   Table 51: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.i1 to A1.i111.-   Table 52: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.k1 to A1.k111.-   Table 53: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.l1 to A1.l111.-   Table 54: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.m1 to A1.m111.-   Table 55: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.n1 to A1.n111.-   Table 56: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.o1 to A1.o111.-   Table 57: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.p1 to A1.p111.-   Table 58: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.q1 to A1.q111.-   Table 59: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.r1 to A1.r111.-   Table 60: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.s1 to A1.s111.-   Table 61: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.t1 to A1.t111.-   Table 62: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.u1 to A1.u111.-   Table 63: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.v1 to A1.v111.-   Table 64: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.w1 to A1.w111.-   Table 65: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.x1 to A1.x111.-   Table 66: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.y1 to A1.y111.-   Table 67: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.z1 to A1.z111.-   Table 68: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.aa1 to A1.aa111.-   Table 69: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.bbl to A1.bb111.-   Table 70: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.cc1 to A1.cc111.-   Table 71: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.dd1 to A1.dd111.-   Table 72: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.ee1 to A1.ee111.-   Table 73: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.ff1 to A1.ff111.-   Table 74: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.gg1 to A1.gg111.-   Table 75: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.hh1 to A1.hh111.-   Table 76: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.kk1 to A1.kk111.-   Table 77: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.mm1 to A1.mm111.-   Table 78: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.nn1 to A1.nn111.-   Table 79: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.oo1 to A1.oo111.-   Table 80: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.pp1 to A1.pp111.-   Table 81: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.qq1 to A1.qq111.-   Table 82: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.rr1 to A1.rr111.-   Table 83: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.ss1 to A1.ss111.-   Table 84: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A1.tt1 to A1.tt111.

Tables 85 to 126: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isethyl and wherein A is as defined in tables 1 to 42.

Tables 127 to 168: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isn-propyl and wherein A is as defined in tables 1 to 42.

Tables 169 to 210: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isisopropyl and wherein A is as defined in tables 1 to 42.

Tables 211 to 252: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isn-butyl and wherein A is as defined in tables 1 to 42.

Tables 253 to 294: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ istert.-butyl and wherein A is as defined in tables 1 to 42.

Tables 295 to 326: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-methylpropyl and wherein A is as defined in tables 1 to 42.

Tables 337 to 378: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-propenyl and wherein A is as defined in tables 1 to 42.

Tables 379 to 420: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is3,3-dichloro-2-propenyl and wherein A is as defined in tables 1 to 42.

Tables 421 to 462: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is3,3-dibromo-2-propenyl and wherein A is as defined in tables 1 to 42.

Tables 463 to 504: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-fluoroethyl and wherein A is as defined in tables 1 to 42.

Tables 505 to 546: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-chloroethyl and wherein A is as defined in tables 1 to 42.

Tables 547 to 588: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-bromoethyl and wherein A is as defined in tables 1 to 42.

Tables 589 to 630: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2,2-difluoroethyl and wherein A is as defined in tables 1 to 42.

Tables 631 to 672: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2,2-dichloroethyl and wherein A is as defined in tables 1 to 42.

Tables 673 to 714: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2,2-dibromoethyl and wherein A is as defined in tables 1 to 42.

Tables 715 to 756: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2,2,2-trifluoroethyl and wherein A is as defined in tables 1 to 42.

Tables 757 to 798: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ iscyanomethyl and wherein A is as defined in tables 1 to 42.

Tables 799 to 840: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ ismethoxymethyl and wherein A is as defined in tables 1 to 42.

Tables 841 to 882: of the formula I′.A and the salts and N-oxidesthereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is ethoxymethyland wherein A is as defined tables 1 to 42.

Tables 883 to 924: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-cyanoethyl and wherein A is as defined in tables 1 to 42.

Tables 925 to 966: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-methoxyethyl and wherein A is as defined in tables 1 to 42.

Tables 967 to 1008: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-ethoxyethyl and wherein A is as defined in tables 1 to 42.

Tables 1009 to 1050: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ iscyclopropylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1051 to 1092: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ iscyclobutylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1093 to 1134: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ iscyclopentylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1135 to 1176: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isoxetan-2-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1177 to 1218: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isoxetan-3-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1219 to 1260: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isoxolan-2-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1261 to 1302: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isoxolan-3-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1303 to 1344: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isthiethan-3-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1345 to 1386: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1,1-dioxathiethan-3-ylmethyl and wherein A is as defined in tables 1 to42.

Tables 1387 to 1428: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ iscyclopropyl and wherein A is as defined in tables 1 to 42.

Tables 1429 to 1470: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ iscyclobutyl and wherein A is as defined in tables 1 to 42.

Tables 1471 to 1512: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ iscyclopentyl and wherein A is as defined in tables 1 to 42.

Tables 1513 to 1554: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹oxetan-2-yl and wherein A is as defined in tables 1 to 42.

Tables 1555 to 1596: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isoxetan-3-yl and wherein A is as defined in tables 1 to 42.

Tables 1597 to 1638: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isoxolan-2-yl and wherein A is as defined in tables 1 to 42.

Tables 1639 to 1680: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isoxolan-3-yl and wherein A is as defined in tables 1 to 42.

Tables 1681 to 1722: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isthiethan-3-yl and wherein A is as defined in tables 1 to 42.

Tables 1723 to 1764: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1,1-dioxathiethan-3-yl and wherein A is as defined in tables 1 to 42.

Tables 1765 to 1806: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isbenzyl and wherein A is as defined in tables 1 to 42.

Tables 1807 to 1848: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-furylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1849 to 1890: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is3-furylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1891 to 1932: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-thienylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1933 to 1974: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is3-thienylmethyl and wherein A is as defined in tables 1 to 42.

Tables 1975 to 2016: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isisothiazol-3-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2017 to 2058: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isisothiazol-4-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2059 to 2100: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isisothiazol-5-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2101 to 2142: Compounds of the formula and the salts and N-oxidesthereof, wherein R¹, R^(u) and R^(v) are hydrogen, R¹ isisoxazol-3-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2143 to 2184: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R¹, R^(u) and R^(v) are hydrogen, R¹ isoxazol-2-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2185 to 2226: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isoxazol-5-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2227 to 2268: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isoxazol-4-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2269 to 2310: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isthiazol-2-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2311 to 2352: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isthiazol-4-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2353 to 2394: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isthiazol-5-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2395 to 2436: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1H-pyrazol-3-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2437 to 2478: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1H-pyrazol-4-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2479 to 2520: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2H-pyrazol-3-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2521 to 2562: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1-methyl-1H-pyrazol-3-ylmethyl and wherein A is as defined in tables 1to 42.

Tables 2563 to 2604: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1-methyl-1H-pyrazol-4-ylmethyl and wherein A is as defined in tables 1to 42.

Tables 2605 to 2646: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is2-methyl-2H-pyrazol-3-ylmethyl and wherein A is as defined in tables 1to 42.

Tables 2647 to 2688: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1H-imidazol-2-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2689 to 2730: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1H-imidazol-4-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2731 to 2772: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1H-imidazol-5-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2773 to 2814: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1-methyl-1H-imidazol-2-ylmethyl and wherein A is as defined in tables 1to 42.

Tables 2815 to 2856: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1-methyl-1H-imidazol-4-ylmethyl and wherein A is as defined in tables 1to 42.

Tables 2857 to 2898: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1-methyl-1H-imidazol-5-ylmethyl and wherein A is as defined in tables 1to 42.

Tables 2899 to 2940: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isoxazolin-2-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2941 to 2982: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isthiazolin-2-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 2983 to 3024: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1H-imidazolin-2-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 3025 to 3066: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1-methyl-1H-imidazolin-2-ylmethyl and wherein A is as defined in tables1 to 42.

Tables 3067 to 3108: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is1-phenylpyrazol-4-ylmethyl and wherein A is as defined in tables 1 to42.

Tables 3109 to 3150: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is5-methylfuran-2-ylmethyl and wherein A is as defined in tables 1 to 42.

Tables 3151 to 3192: Compounds of the formula I′.A and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ is5,5-dimethyltetrahydrofuran-2-ylmethyl and wherein A is as defined intables 1 to 42.

Another particular preferred embodiment relates to compounds of theformula I′.A and to the salts and N-oxides thereof, wherein

-   A is a radical A2, as defined herein, in particular a radical A2,    wherein R⁴², R⁵² and R⁶² have the preferred meanings, in particular    a pyrazole radical of the formulae A2.aa to A2.do, e.g. a radical    selected from the pyrazole radicals A2.aa1-A2.aa111 to A2.do1 to    A2.do111.-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl, and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t), R^(u) and R^(w) are selected independently of each other from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably two or three or in particular all of the    radicals R^(t), R^(u) and R^(w) are hydrogen.

Examples of compounds of this particular preferred embodiment are thecompounds given in the following tables 3193 to 3304.

-   Table 3193: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.aa1 to A2.aa111.-   Table 3194: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.aa1 to A2.aa111.-   Table 3195: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ab1 to A2.ab111.-   Table 3196: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(v) are hydrogen    and wherein A is selected from the radicals A2.ab1 to A2.ab111.-   Table 3197: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ac1 to A2.ac111.-   Table 3198: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ac1 to A2.ac111.-   Table 3199: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R² and R³ are hydrogen and wherein A is    selected from the radicals A2.ad1 to A2.ad111.-   Table 3200: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ad1 to A2.ad111.-   Table 3201: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ae1 to A2.ae111,-   Table 3202: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ae1 to A2.ae111.-   Table 3203: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.af1 to A2.af111.-   Table 3204: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.af1 to A2.af111.-   Table 3205: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ag1 to A2.ag111.-   Table 3206: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ag1 to A2.ag111.-   Table 3207: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ai1 to A2.ai111.-   Table 3208: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ai1 to A2.ai111.-   Table 3209: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ak1 to A2.ak111.-   Table 3210: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ak1 to A2.ak111.-   Table 3211: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.al1 to A2.al111.-   Table 3212: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.al1 to A2.al111.-   Table 3213: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.am1 to A2.am111.-   Table 3214: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.am1 to A2.am111.-   Table 3215: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.an1 to A2.an111.-   Table 3216: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.an1 to A2.an111.-   Table 3217: Compounds of the formula I′.A and the salts and N-oxides    wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein A is    selected from the radicals A2.ao1 to A2.ao111.-   Table 3218: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ao1 to A2.ao111.-   Table 3219: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ba1 to A2.ba111.-   Table 3220: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ba1 to A2.ba111.-   Table 3221: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.bb1 to A2.bb111.-   Table 3222: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bb1 to A2.bb111.-   Table 3223: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.bc1 to A2.bc111.-   Table 3224: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bc1 to A2.bc111.-   Table 3225: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.bd1 to A2.bd111.-   Table 3226: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bd1 to A2.bd111.-   Table 3227: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.be1 to A2.be111.-   Table 3228: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.be1 to A2.be111.-   Table 3229: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.bf1 to A2.bf111.-   Table 3230: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bf1 to A2.bf111.-   Table 3231: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radical A2.bg1 to A2.bg111.-   Table 3232: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bg1 to A2.bg111.-   Table 3233: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.bi1 to A2.bi111.-   Table 3234: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bi1 to A2 bi111.-   Table 3235: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.bk1 to A2.bk111.-   Table 3236: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bk1 to A2.bk111.-   Table 3237: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.bl1 to A2.bl111.-   Table 3238: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bl1 to A2.bl111.-   Table 3239: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.bm1 to A2.bm111.-   Table 3240: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bm1 to A2.bm111.-   Table 3241: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.bn1 to A2.bn111.-   Table 3242: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bn1 to A2.bn111.-   Table 3243: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.bo1 to A2.bo111.-   Table 3244: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.bo1 to A2.bo111.-   Table 3245: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ca1 to A2.ca111.-   Table 3246: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ca1 to A2.ca111.-   Table 3247: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.cb1 to A2.cb111.-   Table 3248: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.cb1 to A2.cb111.-   Table 3249: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.cc1 to A2.cc111.-   Table 3250: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.cc1 to A2.cc111.-   Table 3251: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.cd1 to A2.cd111.-   Table 3252: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.cd1 to A2.cd111.-   Table 3253: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ce1 to A2.ce111.-   Table 3254: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ce1 to A2.ce111.-   Table 3255: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.cf1 to A2.cf111.-   Table 3256: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.cf1 to A2.cf111.-   Table 3257: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.cg1 to A2.cg111.-   Table 3258: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.cg1 to A2.cg111.-   Table 3259: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ci1 to A2.ci111.-   Table 3260: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ci1 to A2.ci111.-   Table 3261: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ck1 to A2.ck111.-   Table 3262: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ck1 to A2.ck111.-   Table 3263: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.cl1 to A2.cl111.-   Table 3264: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.cl1 to A2.cl111.-   Table 3265: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.cm1 to A2.cm111.-   Table 3266: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.cm1 to A2.cm111.-   Table 3267: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.cn1 to A2.cn111.-   Table 3268: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.cn1 to A2.cn111.-   Table 3269: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.co1 to A2 co111.-   Table 3270: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.co1 to A2.co111.-   Table 3271: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.da1 to A2.da111.-   Table 3272: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.da1 to A2.da111.-   Table 3273: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.db1 to A2.db111.-   Table 3274: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.db1 to A2.db111.-   Table 3275: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.dc1 to A2.dc111.-   Table 3276: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from radicals A2.dc1 to A2.dc111.-   Table 3277: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.dd1 to A2.dd111.-   Table 3278: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.dd1 to A2.dd111.-   Table 3279: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.de1 to A2.de111.-   Table 3280: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.de1 to A2.de111.-   Table 3281: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.df1 to A2.df111.-   Table 3282: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.df1 to A2.df111.-   Table 3283: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.dg1 to A2.dg111.-   Table 3284: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.dg1 to A2.dg111.-   Table 3285: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.di1 to A2.di111.-   Table 3286: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.di1 to A2.di111.-   Table 3287: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.dk1 to A2.dk111.-   Table 3288: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.dk1 to A2.dk111.-   Table 3289: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.dl11 to A2.dl111.-   Table 3290: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.dl1 to A2.dl111.-   Table 3291: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.dm1 to A2.dm111.-   Table 3292: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.dm1 to A2.dm111.-   Table 3293: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.dn1 to A2.dn111.-   Table 3294: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.dn1 to A2.dn111.-   Table 3295: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.do1 to A2.do111.-   Table 3296: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.do1 to A2.do111.-   Table 3297: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ea1 to A2.ea111.-   Table 3298: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ea1 to A2.ea111.-   Table 3299: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.fa1 to A2.fa111.-   Table 3300: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.fa1 to A2.fa111.-   Table 3301: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ga1 to A2.ga111.-   Table 3302: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ga1 to A2.ga111.-   Table 3303: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A2.ha1 to A2.ha111.-   Table 3304: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A2.ha1 to A2.ha111.

Another particular preferred embodiment relates to compounds of formulaI′.A and to the salts and N-oxides thereof, wherein

-   A is a radical A3, as defined herein, in particular a radical A3,    wherein R⁴³, R⁵³ and R⁶³ have the preferred meanings, more    particularly a pyrazole radical of the formulae A3.aa to A3.do, e.g.    a radical selected from the pyrazole radicals A3.aa1-A3.aa111 to    A3.do1-A3.do111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t), R^(u) and R^(w) are selected independently of each other from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably 2 or 3, in particular all of the radicals    R^(t), R^(u) and R^(w) are hydrogen.

Examples of compounds of this particular preferred embodiment are thecompounds given in the following tables 3305 to 3472.

-   Table 3305: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.aa1 to A3.aa111.-   Table 3306: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.aa1 to A3.aa111.-   Table 3307: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ab1 to A3.ab111.-   Table 3308: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ab1 to A3.ab111.-   Table 3309: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ac1 to A3.ac111.-   Table 3310: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ac1 to A3.ac111.-   Table 3311: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ad1 to A3.ad111.-   Table 3312: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ad1 to A3.ad111.-   Table 3313: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ae1 to A3.ae111.-   Table 3314: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ae1 to A3.ae111.-   Table 3315: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.af1 to A3.af111.-   Table 3316: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.af1 to A3.af111.-   Table 3317: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ag1 to A3.ag111.-   Table 3318: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ag1 to A3.ag111.-   Table 3319: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ah1 to A3.ah111.-   Table 3320: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ah1 to A3.ah111.-   Table 3321: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ai1 to A3.ai111-   Table 3322: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ai1 to A3.ai111.-   Table 3323: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ak1 to A3.ak111.-   Table 3324: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ak1 to A3.ak111.-   Table 3325: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.al1 to A3.al111.-   Table 3326: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.al1 to A3.al111.-   Table 3327: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.am1 to A3.am111.-   Table 3328: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.am1 to A3.am111.-   Table 3329: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.an1 to A3.an111.-   Table 3330: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.an1 to A3.an111.-   Table 3331: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ao1 to A3.ao111.-   Table 3332: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ao1 to A3.ao111.-   Table 3333: Compounds of the formula I′.A and the salts thereof,    wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein is    selected from the radicals A3.ba1 to A3.ba111.-   Table 3334: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ba1 to A3.ba111.-   Table 3335: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bb1 to A3.bb111.-   Table 3336: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bb1 to A3.bb111.-   Table 3337: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bc1 to A3.bc111.-   Table 3338: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bc1 to A3.bc111.-   Table 3339: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bd1 to A3.bd111.-   Table 3340: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bd1 to A3.bd111.-   Table 3341: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.be1 to A3.be111.-   Table 3342: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.be1 to A3.be111.-   Table 3343: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bf1 to A3.bf111.-   Table 3344: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bf1 to A3.bf111.-   Table 3345: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bg1 to A3.bg111.-   Table 3346: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.b1 to A3.b111.-   Table 3347: Compounds of the formula I′.A and the salts and N-oxide    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bh1 to A3.bh111.-   Table 3348: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bh1 to A3.bh111.-   Table 3349: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bi1 to 3.bi111.-   Table 3350: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bi1 to A3.bi111.-   Table 3351: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bk1 to A3.bk111.-   Table 3352: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bk1 to A3.bk111.-   Table 3353: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bl1 to A3.bl111.-   Table 3354: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bl1 to A3.bl111.-   Table 3355: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bm1 to A3.bm111.-   Table 3356: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bm1 to A3.bm111.-   Table 3357: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bn1 to A3.bn111.-   Table 3358: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bn1 to A3.bn111.-   Table 3359: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.bo1 to A3.bo111.-   Table 3360: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.bo1 to A3.bo111.-   Table 3361: Compounds of the formula I′.A and the slats and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ca1 to A3.ca111.-   Table 3362: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ca1 to A3.ca111.-   Table 3363: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.cb1 to A3.cb111.-   Table 3364: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.cb1 to A3.cb111.-   Table 3365: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.cc1 to A3.cc111.-   Table 3366: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.cc1 to A3.cc111.-   Table 3367: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.cd1 to A3.cd111.-   Table 3368: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.cd1 to A3.cd111.-   Table 3369: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ce1 to A3.ce111.-   Table 3370: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ce1 to A3.ce111.-   Table 3371: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.cf1 to A3.cf111.-   Table 3372: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.cf1 to A3.cf111.-   Table 3373: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.cg1 to A3.cg111.-   Table 3374: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A8.cg1 to A3.cg111.-   Table 3375: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ch1 to A3.ch111.-   Table 3376: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ch1 to A3.ch111.-   Table 3377: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ci1 to A3.ci111.-   Table 3378: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ci1 to A3.ci111.-   Table 3379: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ck1 to A3.ck111.-   Table 3380: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ck1 to A3.ck111.-   Table 3381: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.cl1 to A3.cl111.-   Table 3382: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.cl1 to A3.cl111.-   Table 3383: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.cm1 to A3.cm111.-   Table 3384: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.cm1 to A3.cm111-   Table 3385: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.cn1 to A3.cn111.-   Table 3386: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.cn1 to A3.cn111-   Table 3387: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.co1 to A3.co111.-   Table 3388: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.co1 to A3.co111.-   Table 3389: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.da1 to A3.da111.-   Table 3390: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.da1 to A3.da111.-   Table 3391: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.db1 to A3 db111.-   Table 3392: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.db1 to A3.db111.-   Table 3393: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.dc1 to A3.dc111.-   Table 3394: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.dc1 to A3.dc111.-   Table 3395: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.dd1 to A3.dd111.-   Table 3396: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.dd1 to A3.dd111.-   Table 3397: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.de1 to A3.de111.-   Table 3398: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.de1 to A3.de111.-   Table 3399: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.df1 to A3.df111.-   Table 3400: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.df1 to A3.df111.-   Table 3401: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.dg1 to A3.dg111.-   Table 3402: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.dg1 to A3.dg111.-   Table 3403: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.dh1 to A3.dh111.-   Table 3404: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.dh1 to A3.dh111.-   Table 3405: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.di1 to A3.di111.-   Table 3406: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.di1 to A3.di111.-   Table 3407: Compounds of the formula and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.dk1 to A3.dk111.-   Table 3408: Compounds of the formula and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.dk1 to A3.dk111.-   Table 3409: Compounds of the formula and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.dl1 to A3.dl111.-   Table 3410: Compounds of the formula and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.dl1 to A3.dl111.-   Table 3411: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.dm1 to A3.dm111.-   Table 3412: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.dm1 to A3.dm111.-   Table 3413: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.dn1 to A3.dn111.-   Table 3414: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.dn1 to A3.dn111.-   Table 3415: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.do1 to A3.do111.-   Table 3416: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.do1 to A3.do111.-   Table 3417: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ea1 to A3.ea111.-   Table 3418: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ea1 to A3.ea111.-   Table 3419: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.eb1 A3.eb111.-   Table 3420: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.eb1 to A3.eb111.-   Table 3421: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ec1 to A3.ec111.-   Table 3422: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ec1 to A3.ec111.-   Table 3423: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ed1 to A3.ed111.-   Table 3424: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ed1 to A3.ed111.-   Table 3425: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ee1 to A3.ee111.-   Table 3426: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ee1 to A3.ee111.-   Table 3427: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ef1 to A3.ef111.-   Table 3428: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ef1 to A3.ef111.-   Table 3429: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.eg1 to A3.eg111.-   Table 3430: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.eg1 to A3.eg111.-   Table 3431: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.eh1 to A3.eh111.-   Table 3432: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.eh1 to A3.eh111.-   Table 3433: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ei1 to A3.ei111.-   Table 3434: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ei1 to A3.ei111.-   Table 3435: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ek1 to A3.ek111.-   Table 3436: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ek1 to A3.ek111.-   Table 3437: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.el1 to A3.el111.-   Table 3438: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.el1 to A3.el111.-   Table 3439: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.em1 to A3.em111.-   Table 3440: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.em1 to A3.em111.-   Table 3441: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.en1 to A3.en111.-   Table 3442: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.en1 to A3.en111.-   Table 3443: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.eo1 to A3.eo111.-   Table 3444: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.eo1 to A3.eo111.-   Table 3445: Compounds of formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fa1 to A3.fa111.-   Table 3446: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fa1 to A3.fa111.-   Table 3447: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fb1 to A3.fb111.-   Table 3448: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fb1 to A3.fb111.-   Table 3449: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fc1 to A3.fc111.-   Table 3450: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fc1 to A3.fc111.-   Table 3451: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fd1 to A3.fd111.-   Table 3452: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R² and R³ are hydrogen and wherein A    is selected from the radicals A3.fd1 to A3.fd111.-   Table 3453: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fe1 to A3.fe111.-   Table 3454: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fe1 to A3.fe111.-   Table 3455: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.ff1 to A3.ff111.-   Table 3456: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.ff1 to A3.ff111.-   Table 3457: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fg1 to A3.fg111.-   Table 3458: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fg1 to A3.fg111.-   Table 3459: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fh1 to A3.fh111.-   Table 3460: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fh1 to A3.fh111.-   Table 3461: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fi1 to A3.fi111.-   Table 3462: Compounds of the formula I′.A and the salts and N-oxide    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fi1 to A3.fi111.-   Table 3463: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fk1 to A3.fk111.-   Table 3464: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fk1 to A3.fk111.-   Table 3465: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fl1 to A3.fl111.-   Table 3466: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fl1 to A3.fl111.-   Table 3467: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fm1 to A3.fm111.-   Table 3468: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fm1 to A3.fm111.-   Table 3469: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fn1 to A3.fn111.-   Table 3470: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fn1 to A3.fn111.-   Table 3471: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹, R^(t), R^(u) and R^(w) are hydrogen and wherein    A is selected from the radicals A3.fo1 to A3.fo111.-   Table 3472: Compounds of the formula I′.A and the salts and N-oxides    thereof, wherein R¹ is methyl, R^(t), R^(u) and R^(w) are hydrogen    and wherein A is selected from the radicals A3.fo1 to A3.fo111.

Another particularly preferred embodiment of the invention relates tocompounds of formula I′.B and to the salts and N-oxides thereof,

wherein A, R¹, R^(t), R^(v) and R^(w) are as defined herein.

In a particular embodiment of the compounds of the formula I′B, theradical A is a radical of the formula A1. These compounds arehereinafter also referred to compounds I′.B1. In the compounds I′.B1,the radical A and thus the radicals R⁴¹, R⁵¹ and R⁶¹ are as defined forformula I′.A1.

In the compounds 1′.B1, the variables A, R¹, R^(t), R^(v) and R^(w) havein particular the following meanings:

-   A is a radical A1, as defined herein, in particular a radical A1,    wherein R⁴¹, R⁵¹ and R⁶¹ have the preferred meanings, in particular    a pyrazole radical of the formulae A1.a to A1.z or a pyrazol radical    of the formulae A1.aa to A1.qq, more preferably pyrazol radical    A1.a, A1.b, A1.c, A1.d, A1.e, A1.f, A1.o, A1.q, A1.r, A1.s, A1.t,    A1.u, A1.v, A1.w, A1.x, A1.y, A1.aa, A1.bb, A1.cc, A1.dd, A1.ee,    A1.gg, A1.hh or A1.ii, e.g. a radical selected from the pyrazole    radicals A1.a1 to A1.z111 or from A1.aa1 to A1.qq111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t), R^(v) and R^(w) are independently of each other selected from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably 2 or 3, of the radicals R^(t), R^(v), and    R^(w) are hydrogen.

Examples of compounds of this particularly preferred embodiment are thecompounds given in the following tables 3473 to 3598.

Tables 3473 to 3514: Compounds of the formula I′.B and the saltsN-oxides thereof, wherein R¹, R^(t), R^(v) and R^(w) are hydrogen andwherein A is as defined in tables 1 to 42.

Tables 3515 to 3556: Compounds of the formula I′.B and the salts andN-oxides thereof, wherein R^(t), R^(v) and R^(w) are hydrogen, R¹ ismethyl and wherein A is as defined in tables 1 to 42.

Tables 3557 to 3598: Compounds of the formula I′.B and the salts andN-oxides thereof, wherein R^(t), R^(v) and R^(w) are hydrogen, R¹ isethyl and wherein A is as defined in tables 1 to 42.

Another particular preferred embodiment relates to compounds of theformula I′.B and to the salts and N-oxides thereof, wherein

-   A is a radical A2, as defined herein, in particular a radical A2,    wherein R⁴², R⁵² and R⁶² have the preferred meanings, in particular    a pyrazole radical of the formulae A2.aa to A2.do, e.g. a radical    selected from the pyrazole radicals A2.aa1-A2.aa111 to    A2.ha1-A2.ha111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t), R^(v) and R^(w) are selected independently of each other from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably two or three of the radicals R^(t), R^(v)    and R^(w) are hydrogen.

Examples of compounds of this particular preferred embodiment are thecompounds given in the following tables 3599 to 3710.

Table 3599 to 3710: Compounds of the formula I′.B and the salts andN-oxides thereof, wherein R^(t), R^(v) and R^(w) are hydrogen andwherein A and R¹ are as defined in tables 3193 to 3304.

Another particular preferred embodiment relates to compounds of formulaI′.B and to the salts and N-oxides thereof, wherein

-   A is a radical A3, as defined herein, in particular a radical A3,    wherein R⁴³, R⁵³ and R⁶³ have the preferred meanings, more    particularly a pyrazole radical of the formulae A3.aa to A3.do, e.g.    a radical selected from the pyrazole radicals A3.aa1-A3.aa111 to    A3.do1-A3.do111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t), R^(v) and R^(w) are selected independently of each other from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably 2 or 3, of the radicals R^(t), R^(v) and    R^(w) are hydrogen.

Examples of compounds of this particular preferred embodiments are thecompounds given in the following tables 3711 to 3878.

Tables 3711 to 3878: Compounds of the formula I′.B and the salts andN-oxides thereof, wherein R^(t), R^(v) and R^(w) are hydrogen andwherein A and R¹ are as defined in tables 3305 to 3472.

Another particularly preferred embodiment of the invention relates tocompounds of formula I′.C and to the salts and N-oxides thereof,

wherein A, R¹, R^(v), R^(u) and R^(w) are as defined herein.

In a particular embodiment of the compounds of the formula I′C, theradical A is a radical of the formula A1. These compounds arehereinafter also referred to compounds I′.C1. In the compounds I′C1, theradical A and thus the radicals R⁴¹, R⁵¹ and R⁶¹ are as defined forformula I′A1.

In the compounds I′.C1, the variables A, R¹, R^(u), R^(v) and R^(w) havein particular the following meanings:

-   A is a radical A1, as defined herein, in particular a radical A1,    wherein R⁴¹, R⁵¹ and R⁶¹ have the preferred meanings, in particular    a pyrazole radical of the formulae A1.a to A1.z or a pyrazol radical    of the formulae A1.aa to A1.qq, more preferably pyrazol radical    A1.a, A1.b, A1.c, A1.d, A1.e, A1.f, A1.o, A1.q, A1.r, A1.s, A1.t,    A1.u, A1.v, A1.w, A1.x, A1.y, A1.aa, A1.bb, A1.cc, A1.dd, A1.ee,    A1.gg, A1.hh or A1.ii, e.g. a radical selected from the pyrazole    radicals A1.a1 to A1.z111 or from A1.aa1 to A1.qq111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(u), R^(v) and R^(w) are independently of each other selected from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably 2 or 3, of the radicals R^(u), R^(v), and    R^(w) are hydrogen.

Examples of compounds of this particularly preferred embodiment are thecompounds given in the following tables 3879 to 4004.

Tables 3879 to 3920: Compounds of the formula I′.C and the salts andN-oxides thereof, wherein R¹, R^(u), R^(v) and R^(w) are hydrogen andwherein A is as defined in tables 1 to 42.

Tables 3921 to 3962: Compounds of the formula I′.C and the salts andN-oxides thereof, wherein R^(u), R^(v) and R^(w) are hydrogen, R¹ ismethyl and wherein A is as defined in tables 1 to 42.

Tables 3963 to 4004: Compounds of the formula I′.C and the salts andN-oxides thereof, wherein R^(u), R^(v) and R^(w) are hydrogen, R¹ isethyl and wherein A is as defined in tables 1 to 42.

Another particular preferred embodiment relates to compounds of theformula I′.C and to the salts and N-oxides thereof, wherein

-   A is a radical A2, as defined herein, in particular a radical A2,    wherein R⁴², R⁵² and R⁶² have the preferred meanings, in particular    a pyrazole radical of the formulae A2.aa to A2.do, e.g. a radical    selected from the pyrazole radicals A2.aa1-A2.aa111 to    A2.ha1-A2.ha111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(u), R^(v) and R^(w) are selected independently of each other from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably two or three of the radicals R^(u), R^(v)    and R^(w) are hydrogen.

Examples of compounds of this particular preferred embodiment are thecompounds given in the following tables 4005 to 4116.

Tables 4005 to 4116: Compounds of the formula I′.C and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(w) are hydrogen andwherein A and R¹ are as defined in tables 3193 to 3304.

Another particular preferred embodiment relates to compounds of formulaI′.C and to the salts and N-oxides thereof, wherein

-   A is a radical A3, as defined herein, in particular a radical A3,    wherein R⁴³, R⁵³ and R⁶³ have the preferred meanings, more    particularly a pyrazole radical of the formulae A3.aa to A3.do, e.g.    a radical selected from the pyrazole radicals A3.aa1-A3.aa111 to    A3.do1-A3.do111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl, and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(u), R^(v) and R^(w) are selected independently of each other from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably 2 or 3, of the radicals R^(u), R^(v) and    R^(w) are hydrogen.

Examples of compounds of this particular embodiment are the compoundsgiven in the following tables 4117 to 4284.

Tables 4117 to 4284: Compounds of the formula I′.C and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(w) are hydrogen andwherein A and R¹ are as defined in tables 3305 to 3472.

Another particularly preferred embodiment of the invention relates tocompounds of formula I′.D and to the salts and N-oxides thereof,

wherein A, R¹, R^(t), R^(u) and R^(v) are as defined herein.

In a particular embodiment of the compounds of the formula I′D, theradical A is a radical of the formula A1. These compounds arehereinafter also referred to compounds I′.D1. In the compounds I′.D1,the radical A and thus the radicals R⁴¹, R⁵¹ and R⁶¹ are as defined forformula I′.D1.

In the compounds I′.D1, the variables A, R¹, R^(t), R^(u) and R^(v) havein particular the following meanings:

-   A is a radical A1, as defined herein, in particular a radical A1,    wherein R⁴¹, R⁵¹ and R⁶¹ have the preferred meanings, in particular    a pyrazole radical of the formulae A1.a to A1.z or a pyrazol radical    of the formulae A1.aa to A1.qq, more preferably pyrazol radical    A1.a, A1.b, A1.c, A1.d, A1.e, A1.f, A1.o, A1.q, A1.r, A1.s, A1.t,    A1.u, A1.v, A1.w, A1.x, A1.y, A1.aa, A1.bb, A1.cc, A1.dd, A1.ee,    A1.gg, A1.hh or A1.ii, e.g. a radical selected from the pyrazole    radicals A1.a1 to A1.z111 or from A1.aa1 to A1.qq111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t), R^(u) and R^(v) are independently of each other selected from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably 2 or 3, of the radicals R^(t), R^(u), and    R^(v) are hydrogen.

Examples of compounds of this particularly preferred embodiment are thecompounds given in the following tables 4285 to 4410.

Tables 4285 to 4326: Compounds of the formula I′.D and the salts andN-oxides thereof, wherein R¹, R^(t), R^(u) and R^(v) are hydrogen andwherein A is as defined in tables 1 to 42.

Tables 4327 to 4368: Compounds of the formula I′.D and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ ismethyl and wherein A is as defined in tables 1 to 42.

Tables 4369 to 4410: Compounds of the formula I′.D and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen, R¹ isethyl and wherein A is as defined in tables 1 to 42.

Another particular preferred embodiment relates to compounds of theformula I′.D and to the salts and N-oxides thereof, wherein

-   A is a radical A2, as defined herein, in particular a radical A2,    wherein R⁴², R⁵² and R⁶² have the preferred meanings, in particular    a pyrazole radical of the formulae A2.aa to A2.do, e.g. a radical    selected from the pyrazole radicals A2.aa1-A2.aa111 to    A2.ha1-A2.ha111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t), R^(u) and R^(v) are selected independently of each other from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably two or three of the radicals R^(t), R^(u)    and R^(v) are hydrogen.

Examples of compounds of this particular preferred embodiment are thecompounds given in the following tables 4411 to 4522.

Tables 4411 to 4522: Compounds of the formula I′.D and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen andwherein A and R¹ are as defined in tables 3193 to 3304.

Another particular preferred embodiment relates to compounds of formulaI′.D and to the salts and N-oxides thereof, wherein

-   A is a radical A3, as defined herein, in particular a radical A3,    wherein R⁴³, R⁵³ and R⁶³ have the preferred meanings, more    particularly a pyrazole radical of the formulae A3.aa to A3.do, e.g.    a radical selected from the pyrazole radicals A3.aa1-A3.aa111 to    A3.do1-A3.do111;-   R¹ is selected from the group consisting of hydrogen CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as define herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(u), R^(v) and R^(t) are selected independently of each other from    hydrogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably 2 or 3, of the radicals R^(u), R^(v) and    R^(t) are hydrogen.

Examples of compounds of this particular preferred embodiment are thecompounds given in the following tables 4523 to 4690.

Tables 4523 to 4690: Compounds of the formula I′.D and the salts andN-oxides thereof, wherein R^(t), R^(u) and R^(v) are hydrogen andwherein A and R¹ are as defined in tables 2205 to 3472.

Another particularly preferred embodiment of the invention relates tocompounds of formula I′.E and to the salts and N-oxides thereof,

wherein A, R¹, R^(t) and R^(u) are as defined herein.

In a particular embodiment of the compounds of the formula I′E, theradical A is a radical of the formula A1. These compounds arehereinafter also referred to compounds I′E1. In the compounds I′.E1, theradical A and thus the radicals R⁴¹, R⁵¹ and R⁶¹ are as defined forformula I′.D1.

In the compounds I′.E1, the variables A, R¹, R^(t) and R^(u) have inparticular the following meanings:

-   A is a radical A1, as defined herein, in particular a radical A1,    wherein R⁴¹, R⁵¹ and R⁶¹ have the preferred meanings, in particular    a pyrazole radical of the formulae A1.a to A1.z or a pyrazol radical    of the formulae A1.aa to A1.qq, more preferably pyrazol radical    A1.a, A1.b, A1.c, A1.d, A1.e, A1.f, A1.o, A1.q, A1.r, A1.s, A1.t,    A1.u, A1.v, A1.w, A1.x, A1.y, A1.aa, A1.bb, A1.cc, A1.dd, A1.ee,    A1.gg, A1.hh or A1.ii, e.g. a radical selected from the pyrazole    radicals A1.a1 to A1.z111 or from A1.aa1 to A1.qq111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t) and R^(u) are independently of each other selected from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably both of the radicals R^(t) and R^(u) are    hydrogen.

Examples of compounds of this particularly preferred embodiment are thecompounds given in the following tables 4691 to 4816.

Tables 4691 to 4732: Compounds of the formula I′.E and the salts andN-oxides thereof, wherein R¹, R^(t) and R^(u) are hydrogen and wherein Ais as defined in tables 1 to 42.

Tables 4733 to 4774: Compounds of the formula I′.E and the salts andN-oxides thereof, wherein R^(t) and R^(u) are hydrogen, R¹ is methyl andwherein A is as defined in tables 1 to 42.

Tables 4775 to 4816: Compounds of the formula I′.E and the salts andN-oxides thereof, wherein R^(t) and R^(u) are hydrogen, R¹ is ethyl andwherein A is as defined in tables 1 to 42.

Another particular preferred embodiment relates to compounds of theformula I′.E and to the salts and N-oxides thereof, wherein

-   A is a radical A2, as defined herein, in particular a radical A2,    wherein R⁴², R⁵² and R⁶² have the preferred meanings, in particular    a pyrazole radical of the formulae A2.aa to A2.do, e.g. a radical    selected from the pyrazole radicals A2.aa1-A2.aa111 to    A2.ha1-A2.ha111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t) and R^(u) are selected independently of each other from    hydrogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably both of the radicals R^(t) and R^(u) are    hydrogen.

Examples of compounds of this particular preferred embodiment are thecompounds given in the following tables 4817 to 4928.

Tables 4817 to 4928: Compounds of the formula I′.E and the salts andN-oxides thereof, wherein R^(t) and R^(u) are hydrogen and wherein A andR¹ are as defined in tables 3193 to 3304.

Another particular preferred embodiment relates to compounds of formulaI′.E and to the salts and N-oxides thereof, wherein

-   A is a radical A3, as defined herein, in particular a radical A3,    wherein R⁴³, R⁵³ and R⁶³ have the preferred meanings, more    particularly a pyrazole radical of the formulae A3.aa to A3.do, e.g.    a radical selected from the pyrazole radicals A3.aa1-A3.aa111 to    A3.do1-A3.do111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(t) and R^(u) are selected independently of each other from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably both of the radicals R^(t) and R^(u) are    hydrogen.

Examples of compounds of this particular preferred embodiment are thecompounds given in the following tables 4929 to 5096.

Tables 4929 to 5096: Compounds of the formula I′.E and the salts andN-oxides thereof, wherein R^(t) and R^(u) are hydrogen and wherein A andR¹ are as defined in tables 3305 to 3472.

Another particularly preferred embodiment of the invention relates tocompounds of formula I′.F and to the salts and N-oxides thereof, wherein

wherein A, R¹, R^(u) and R^(w) are as defined herein.

In a particular embodiment of the compounds of the formula I′D, theradical A is a radical of the formula A1. These compounds arehereinafter also referred to compounds I′.F1. In the compounds I′.F1,the radical A and thus the radicals R⁴¹, R⁵¹ and R⁶¹ are as defined forformula I′.F1.

In the compounds I′.F1, the variables A, R¹, R^(u) and R^(w) have inparticular the following meanings:

-   A is a radical A1, as defined herein, in particular a radical A1,    wherein R⁴¹, R⁵¹ and R⁶¹ have the preferred meanings, in particular    a pyrazole radical of the formulae A1.a to A1.z or a pyrazol radical    of the formulae A1.aa to A1.qq, more preferably pyrazol radical    A1.a, A1.b, A1.c, A1.d, A1.e, A1.f, A1.o, A1.q, A1.r, A1.s, A1.t,    A1.u, A1.v, A1.w, A1.x, A1.y, A1.aa, A1.bb, A1.cc, A1.dd, A1.ee,    A1.gg, A1.hh or A1.ii, e.g. a radical selected from the pyrazole    radicals A1.a1 to A1.z111 or from A1.aa1 to A1.qq111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(w) and R^(u) are independently of each other selected from    hydrogen, halogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably 2 or 3, of the radicals R^(w) and R^(u)    are hydrogen.

Examples of compounds of this particularly preferred embodiment are thecompounds given in the following tables 5097 to 5222.

Tables 4716 to 5138 Compounds of the formula I′.F and the salts andN-oxides thereof, wherein R¹, R^(w) and R^(u) are hydrogen and wherein Ais defined in tables 1 to 42.

Tables 5139 to 5180: Compounds of the formula I′.F and the salts andN-oxides thereof, wherein R^(u) and R^(w) are hydrogen, R¹ is methyl andwherein A is as defined in tables 1 to 42.

Tables 5181 to 5222: Compounds of the formula I′.F and the salts andN-oxides thereof, wherein R^(u) and R^(w) are hydrogen, R¹ is ethyl andwherein A is as defined in tables 1 to 42.

Another particular preferred embodiment relates to compounds of theformula I′.F and to the salts and N-oxides thereof, wherein

-   A is a radical A2, as defined herein, in particular a radical A2,    wherein R⁴², R⁵² and R⁶² have the preferred meanings, in particular    a pyrazole radical of the formulae A2.aa to A2.do, e.g. a radical    selected from the pyrazole radicals A2.aa1-A2.aa111 to    A2.ha1-A2.ha111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(w) and R^(u) are selected independently of each other from    hydrogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably two or three of the radicals R^(w) and    R^(u) are hydrogen.

Examples of compounds of this particular preferred embodiment are thecompounds given in the following tables 5223 to 5334.

Tables 5223 to 5334: Compounds of the formula I′.F and the salts andN-oxides thereof, wherein R^(w) and R^(u) are hydrogen and wherein A andR¹ are as defined in tables 3193 to 3304.

Another particular preferred embodiment relates to compounds of formulaI′.F and to the salts and N-oxides thereof, wherein

-   A is a radical A3, as defined herein, in particular a radical A3,    wherein R⁴³, R⁵³ and R⁶³ have the preferred meanings, more    particularly a pyrazole radical of the formulae A3.aa to A3.do, e.g.    a radical selected from the pyrazole radicals A3.aa1-A3.aa111 to    A3.do1-A3.do111;-   R¹ is selected from the group consisting of hydrogen, CN,    C₁-C₁₀-alkyl, C₁-C₁₀-haloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,    C₂-C₁₀-alkynyl, C₁-C₄-alkylene-CN, OR^(a), C(Y)R^(b), C(Y)OR^(c),    S(O)₂R^(d), C₁-C₄-alkylen-C(Y)R^(b), C₁-C₄-alkylen-OR^(a),    C₁-C₄-alkylen-NR^(e)R^(f), C₁-C₄-alkylen-NR^(e)R^(f),    phenyl-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl and    hetaryl-C₁-C₄-alkyl, wherein the last three mentioned radicals may    be unsubstituted or may carry 1, 2, 3, 4 or 5 radicals R^(x), which    are as defined above and which are preferably selected from halogen,    NO₂, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,    C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, wherein R^(a),    R^(b), R^(c), R^(d), R^(e) and R^(f) are as defined herein;    -   in particular from the group consisting of hydrogen,        C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,        heterocyclyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl; more        preferably from the group consisting of hydrogen, C₁-C₄-alkyl        and C₁-C₄-alkoxy-C₁-C₂-alkyl, most preferably from the group        consisting of hydrogen, methyl and ethyl;-   R^(w) and R^(u) are selected independently of each other from    hydrogen, methyl, difluoromethyl, trifluoromethyl, methoxy,    difluoromethoxy and trifluoromethoxy; and wherein preferably at    least one, more preferably 2 or 3, of the radicals R^(w) and R^(u)    are hydrogen.

Examples of compounds of this particular preferred embodiment are thecompounds given in the following tables 5335 to 5502.

Tables 5335 to 5502: Compounds of the formula I′.F and the salts andN-oxides thereof, wherein R^(w) and R^(u) are hydrogen and wherein A andR¹ are as defined in tables 3305 to 3472.

If not defined otherwise, the variables R^(a), R^(b), R^(c), R^(d),R^(e), R^(f), R^(g), R^(h) and R^(i), independently of each other,preferably have the following meanings:

-   R^(a) hydrogen, C₁-C₄-alkyl or C₁-C₄-haloalkyl;-   R^(b) C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl or    C₃-C₆-cycloalkylmethyl;-   R^(c) hydrogen, C₁-C₄-alkyl, C₃-C₆-cycloalkyl,    C₃-C₆-cycloalkylmethyl;-   R^(d) C₁-C₄-alkyl or C₁-C₄-haloalkyl;-   R^(e) hydrogen or C₁-C₄-alkyl;-   R^(f) hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, benzyl,    C₃-C₆-cycloalkyl or C₃-C₆-cycloalkylmethyl;-   R^(g) hydrogen or C₁-C₄-alkyl;-   R^(h) hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, benzyl,    C₃-C₆-cycloalkyl or C₃-C₆-cycloalkylmethyl;-   R^(i) hydrogen or C₁-C₄-alkyl;

The compounds of formulae I or II can be prepared by the standardmethods of organic chemistry, e.g. by the methods described hereinafteror in the working examples:

The compounds of the formula I, wherein X¹ is O (compounds I′), can beprepared e.g. according to the method depicted in scheme 1 by reactingactivated pyrazole carboxylic acid derivative II with a 2-aminopyrazine,a 3- or 4-aminipyridazine, a 5-aminopyrimidine or a 4-aminotriazinecompound III (see e.g. Houben-Weyl: “Methoden der organ. Chemie”[Methods of Organic Chemistry], Georg-Thieme-Verlag, Stuttgart New York1985, Volume E5, pp. 941-1045). Activated pyrazole carboxylic acidderivatives II are, for example, halides, activated esters, anhydrides,azides, for example chlorides, fluorides, bromides, para-nitrophenylesters, pentafluorophenyl esters, N-hydroxysuccinimides,hydroxybenzotriazol-1-yl esters. In scheme 1, the radicals A, R¹, T, U,V and W have the meanings mentioned above and in particular the meaningsmentioned as being preferred, X is a suitable leaving group such ashalogen, N₃, paranitrophenoxy or pentafluorophenoxy and the like.

The active compounds of the formula I, wherein X¹ is O (compounds I′),can also be prepared, for example, by reacting the pyrazole carboxylicacid IV and a the 2-aminopyrazine, 3- or 4-aminipyridazine,5-aminopyrimidine or 4-aminotriazine compound III, in the presence of acoupling agent according to scheme 2. In scheme 2, the radicals A, T, U,V and W have the meanings given above and in particular the meaningsgiven as being preferred.

Suitable coupling agents are, for example:

-   -   coupling agent based on carbodiimides, for example        N,N′-dicyclohexylcarbodiimide [J. C. Sheehan, G. P. Hess, J. Am.        Chem. Soc. 1955, 77, 1067],        N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide;    -   coupling agents which form mixed anhydrides with carbonic        esters, for example        2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline [B. Belleau, G.        Malek, J. Amer. Chem. Soc. 1968, 90, 1651],        2-isobutyloxy-1-isobutyloxycarbonyl-1,2-dihydroquinoline [Y.        Kiso, H. Yajima, J. Chem. Soc. Chem. Commun. 1972, 942];    -   coupling agents based on phosphonium salts, for example        (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium        hexafluorophosphate [B. Castro, J. R. Domoy, G. Evin, C. Selve,        Tetrahedron Lett. 1975, 14, 1219],        (benzotriazol-1-yloxy)tripyrrolidinophosphonium        hexafluorophosphate [J. Coste et al., Tetrahedron Lett. 1990,        31, 205];    -   coupling agents based on uronium salts or having a guanidinium        N-oxide structure, for example        N,N,N′,N′-tetramethyl-O-(1H-benzotriazol-1-yl)uronium        hexafluorophosphate [R. Knorr, A. Trzeciak, W. Bannwarth, D.        Gillessen, Tetrahedron Lett. 1989, 30, 1927],        N,N,N′,N′-tetramethyl-O-(benzotriazol-1-yl)uronium        tetrafluoroborate, (benzotriazol-1-yloxy)dipiperidinocarbenium        hexafluorophosphate [S. Chen, J. Xu, Tetrahedron Lett. 1992, 33,        647];    -   coupling agents which form acid chlorides, for example        bis-(2-oxo-oxazolidinyl)phosphinic chloride [J. Diago-Mesequer,        Synthesis 1980, 547].

Compounds of formula I, wherein X¹ is O (compounds I′) and R¹ isdifferent from hydrogen can also be prepared by alkylating the amides I(in which R¹ is hydrogen and which can be obtained according to scheme 1or 2) using suitable alkylating agents in the presence of bases.

The pyrazole carboxylic acids IV and their activated derivatives II aswell as the 2-aminopyrazine, 3- or 4-aminipyridazine, 5-aminopyrimidineand 4-aminotriazine compounds III are known in the art or arecommercially available or can be prepared by methods known from theliterature.

Compounds of the formula I, wherein X¹ is different from oxygen, can beprepared from the compounds of formula I′ by standard methods:

Compounds of the formula I, wherein X¹ is S, can be prepared e.g. byreacting a compound of formula I′ with2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide orphosphorus pentasulfide according to the method described by M.Jesberger et al. in Synthesis 2003, 1929.

Compounds of the formula I, wherein X¹ is NR^(1a), can be prepared e.g.by reacting a compound I′ with by reacting a compound I′ with2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide toobtain the corresponding thioamide (compound I, wherein X¹ is S) whichis then reacted with an appropriate amine according to the methoddescribed by V. Glushkov et al. in Pharmaceutical Chemistry Journal2005, 39(10), 533-536.

Compounds of formula II, wherein X²=SR^(2a), can be prepared byalkylation of the corresponding thioamide (compound I, wherein X¹ is S)by reaction with an alkylating agent according to the method describedby V. Glushkov et al. in Pharmaceutical Chemistry Journal 2005, 39(10),533-536. In a similar manner, compounds I, wherein X² is OR^(2a) orNR^(2b)R^(2b) can be obtained. Compounds of the formula II, whereinX²=SOR^(2a) or SO₂R^(2a) can be obtained by oxidation of compounds IIwith X²=SR^(2a).

N-oxides of the compounds of formulae I and II, can be prepared byoxidation of compounds I, according to standard methods of preparingheteroaromatic N-oxides, e.g. by the method described by C. Botteghi etal. in Journal of Organometallic Chemistry 1989, 370, 17-31.

As a rule, the compounds of formulae I or II can be prepared by themethods described above. If individual compounds can not be prepared viathe above-described routes, they can be prepared by derivatization ofother compounds I or II or by customary modifications of the synthesisroutes described. For example, in individual cases, certain compounds Ior II can advantageously be prepared from other compounds I or II byester hydrolysis, amidation, esterification, ether cleavage,olefination, reduction, oxidation and the like.

The reaction mixtures are worked up in the customary manner, for exampleby mixing with water, separating the phases, and, if appropriate,purifying the crude products by chromatography, for example on aluminaor on silica gel. Some of the intermediates and end products may beobtained in the form of colorless or pale brown viscous oils which arefreed or purified from volatile components under reduced pressure and atmoderately elevated temperature. If the intermediates and end productsare obtained as solids, they may be purified by recrystallization ortrituration.

Due to their excellent activity, the compounds of the general formulae Ior II may be used for controlling invertebrate pests.

Accordingly, the present invention also provides a method forcontrolling invertebrate pests which method comprises treating thepests, their food supply, their habitat or their breeding ground or acultivated plant, plant propagation materials (such as seed), soil,area, material or environment in which the pests are growing or maygrow, or the materials, cultivated plants, plant propagation materials(such as seed), soils, surfaces or spaces to be protected from pestattack or infestation with a pesticidally effective amount of a compoundof formulae (I) or (II) or a salt or N-oxide thereof or a composition asdefined above.

Preferably, the method of the invention serves for protecting plantpropagation material (such as seed) and the plant which grows therefromfrom invertebrate pest attack or infestation and comprises treating theplant propagation material (such as seed) with a pesticidally effectiveamount of a compound of formulae (I) or (II) or an agriculturallyacceptable salt or N-oxide thereof as defined above or with apesticidally effective amount of an agricultural composition as definedabove and below. The method of the invention is not limited to theprotection of the “substrate” (plant, plant propagation materials, soilmaterial etc.) which has been treated according to the invention, butalso has a preventive effect, thus, for example, according protection toa plant which grows from a treated plant propagation materials (such asseed), the plant itself not having been treated.

In the sense of the present invention, “invertebrate pests” arepreferably selected from arthropods and nematodes, more preferably fromharmful insects, arachnids and nematodes, and even more preferably frominsects, acarids and nematodes.

The invention further provides an agricultural composition for combatingsuch invertebrate pests, which comprises such an amount of at least onecompound of the general formulae I or II or at least one agriculturallyuseful salt or N-oxide thereof and at least one inert liquid and/orsolid agronomically acceptable carrier that has a pesticidal action and,if desired, at least one surfactant.

Such a composition may contain a single active compound of the formulaeI or II or a salt or N-oxide thereof or a mixture of several activecompounds I or II or their salts according to the present invention. Thecomposition according to the present invention may comprise anindividual isomer or mixtures of isomers as well as individual tautomersor mixtures of tautomers.

The compounds of the formulae I or II and the pestidicidal compositionscomprising them are effective agents for controlling arthropod pests andnematodes. Invertebrate pests controlled by the compounds of formulae Ior II include for example

insects from the order of the lepidopterans (Lepidoptera), for exampleAgrotis ypsilon, Agrotis segetum, Alabama argillacea, Anticarsiagemmatalis, Argyresthia conjugella, Autographa gamma, Bupalus piniarius,Cacoecia murinana, Capua reticulana, Cheimatobia brumata, Choristoneurafumiferana, Choristoneura occidentalis, Cirphis unipuncta, Cydiapomonella, Dendrolimus pini, Diaphania nitidalis, Diatraea grandiosella,Earias insulana, Elasmopalpus lignosellus, Eupoecilia ambiguella,Evetria bouliana, Feltia subterranea, Galleria mellonella, Grapholithafunebrana, Grapholitha molesta, Heliothis armigera, Heliothis virescens,Heliothis zea, Hellula undalis, Hibernia defoliaria, Hyphantria cunea,Hyponomeuta malinellus, Keiferia lycopersicella, Lambdina fiscellaria,Laphygma exigua, Leucoptera coffeella, Leucoptera scitella,Lithocolletis blancardella, Lobesia botrana, Loxostege sticticalis,Lymantria dispar, Lymantria monacha, Lyonetia clerkella, Malacosomaneustria, Mamestra brassicae, Orgyia pseudotsugata, Ostrinia nubilalis,Panolis flammea, Pectinophora gossypiella, Peridroma saucia, Phalerabucephala, Phthorimaea operculella, Phyllocnistis citrella, Pierisbrassicae, Plathypena scabra, Plutella xylostella, Pseudoplusiaincludens, Rhyacionia frustrana, Scrobipalpula absoluta, Sitotrogacerealella, Sparganothis pilleriana, Spodoptera frugiperda, Spodopteralittoralis, Spodoptera litura, Thaumatopoea pityocampa, Tortrixviridana, Trichoplusiani and Zeiraphera canadensis;beetles (Coleoptera), for example Agrilus sinuatus, Agriotes lineatus,Agriotes obscurus, Amphimallus solstitialis, Anisandrus dispar,Anthonomus grandis, Anthonomus pomorum, Atomaria linearis, Blastophaguspiniperda, Blitophaga undata, Bruchus rufimanus, Bruchus pisorum,Bruchus lentis, Byctiscus betulae, Cassida nebulosa, Cerotomatrifurcata, Ceuthorrhynchus assimilis, Ceuthorrhynchus napi, Chaetocnematibialis, Conoderus vespertinus, Crioceris asparagi, Diabroticalongicornis, Diabrotica 12 punctata, Diabrotica virgifera, Epilachnavarivestis, Epitrix hirtipennis, Eutinobothrus brasiliensis, Hylobiusabietis, Hypera brunneipennis, Hypera postica, Ips typographus, Lemabilineata, Lema melanopus, Leptinotarsa decemlineata, Limoniuscalifornicus, Lissorhoptrus oryzophilus, Melanotus communis, Meligethesaeneus, Melolontha hippocastani, Melolontha melolontha, Oulema oryzae,Ortiorrhynchus sulcatus, Ortiorrhynchus ovatus, Phaedon cochleariae,Phyllotreta chrysocephala, Phyllophaga sp., Phyllopertha horticola,Phyllotreta nemorum, Phyllotreta striolata, Popillia japonica, Sitonalineatus and Sitophilus granaria;dipterans (Diptera), for example Aedes aegypti, Aedes vexans, Anastrephaludens, Anopheles maculipennis, Ceratitis capitata, Chrysomya bezziana,Chrysomya hominivorax, Chrysomya macellaria, Contarinia sorghicola,Cordylobia anthropophaga, Culex pipiens, Dacus cucurbitae, Dacus oleae,Dasineura brassicae, Fannia canicularis, Gasterophilus intestinalis,Glossina morsitans, Haematobia irritans, Haplodiplosis equestris,Hylemyia platura, Hypoderma lineata, Liriomyza sativae, Liriomyzatrifolii, Lucilia caprina, Lucilia cuprina, Lucilia sericata, Lycoriapectoralis, Mayetiola destructor, Musca domestica, Muscina stabulans,Oestrus ovis, Oscinella frit, Pegomya hysocyami, Phorbia antiqua,Phorbia brassicae, Phorbia coarctata, Rhagoletis cerasi, Rhagoletispomonella, Tabanus bovinus, Tipula oleracea and Tipula paludosa;thrips (Thysanoptera), e.g. Dichromothrips corbetti, Frankliniellafusca, Frankliniella occidentalis, Frankliniella tritici, Scirtothripscitri, Thrips oryzae, Thrips palmi and Thrips tabaci;hymenopterans (Hymenoptera), e.g. Athalia rosae, Atta cephalotes, Attasexdens, Atta texana, Hoplocampa minuta, Hoplocampa testudinea,Monomorium pharaonis, Solenopsis geminata and Solenopsis invicta;heteropterans (Heteroptera), e.g. Acrosternum hilare, Blissusleucopterus, Cyrtopeltis notatus, Dysdercus cingulatus, Dysdercusintermedius, Eurygaster integriceps, Euschistus impictiventris,Leptoglossus phyllopus, Lygus lineolaris, Lygus pratensis, Nezaraviridula, Piesma quadrata, Solubea insularis and Thyanta perditor;homopterans (Homoptera), e.g. Acyrthosiphon onobrychis, Adelges laricis,Aphidula nasturtii, Aphis fabae, Aphis forbesi, Aphis pomi, Aphisgossypii, Aphis grossulariae, Aphis schneideri, Aphis spiraecola, Aphissambuci, Acyrthosiphon pisum, Aulacorthum solani, Bemisia argentifolii,Bemisia tabaci, Brachycaudus cardui, Brachycaudus helichrysi,Brachycaudus persicae, Brachycaudus prunicola, Brevicoryne brassicae,Capitophorus horni, Cerosipha gossypii, Chaetosiphon fragaefolii,Cryptomyzus ribis, Dreyfusia nordmannianae, Dreyfusia piceae, Dysaphisradicola, Dysaulacorthum pseudosolani, Dysaphis plantaginea, Dysaphispyri, Empoasca fabae, Hyalopterus pruni, Hyperomyzus lactucae,Macrosiphum avenae, Macrosiphum euphorbiae, Macrosiphon rosae, Megouraviciae, Melanaphis pyrarius, Metopolophium dirhodum, Myzodes persicae,Myzus ascalonicus, Myzus cerasi, Myzus persicae, Myzus varians,Nasonovia ribis-nigri, Nilaparvata lugens, Pemphigus bursarius,Perkinsiella saccharicida, Phorodon humuli, Psylla mali, Psylla piri,Rhopalomyzus ascalonicus, Rhopalosiphum maidis, Rhopalosiphum padi,Rhopalosiphum insertum, Sappaphis mala, Sappaphis mali, Schizaphisgraminum, Schizoneura lanuginosa, Sitobion avenae, Sogatella furcifera,Trialeurodes vaporariorum, Toxoptera aurantiiand, and Viteus vitifolii;termites (Isoptera), e.g. Calotermes flavicollis, Leucotermes flavipes,Reticulitermes flavipes, Reticulitermes lucifugus und Termes natalensis;orthopterans (Orthoptera), e.g. Acheta domestica, Blatta orientalis,Blattella germanica, Forficula auricularia, Gryllotalpa gryllotalpa,Locusta migratoria, Melanoplus bivittatus, Melanoplus femur-rubrum,Melanoplus mexicanus, Melanoplus sanguinipes, Melanoplus spretus,Nomadacris septemfasciata, Periplaneta americana, Schistocercaamericana, Schistocerca peregrina, Stauronotus maroccanus and Tachycinesasynamorus;arachnoidea, such as arachnids (Acarina), e.g. of the familiesArgasidae, Ixodidae and Sarcoptidae, such as Amblyomma americanum,Amblyomma variegatum, Argas persicus, Boophilus annulatus, Boophilusdecoloratus, Boophilus microplus, Dermacentor silvarum, Hyalommatruncatum, Ixodes ricinus, Ixodes rubicundus, Ornithodorus moubata,Otobius megnini, Dermanyssus gallinae, Psoroptes ovis, Rhipicephalusappendiculatus, Rhipicephalus evertsi, Sarcoptes scabiei, andEriophyidae spp. such as Aculus schlechtendali, Phyllocoptrata oleivoraand Eriophyes sheldoni; Tarsonemidae spp. such as Phytonemus pallidusand Polyphagotarsonemus latus; Tenuipalpidae spp. such as Brevipalpusphoenicis; Tetranychidae spp. such as Tetranychus cinnabarinus,Tetranychus kanzawai, Tetranychus pacificus, Tetranychus telarius andTetranychus urticae, Panonychus ulmi, Panonychus citri, and oligonychuspratensis;siphonatera, e.g. Xenopsylla cheopsis, Ceratophyllus spp.

The compositions and compounds of formulae I or II are useful for thecontrol of nematodes, specially plant parasitic nematodes such as rootknot nematodes, Meloidogyne hapla, Meloidogyne incognita, Meloidogynejavanica, and other Meloidogyne species;

cyst-forming nematodes, Globodera rostochiensis and other Globoderaspecies; Heterodera avenae, Heterodera glycines, Heterodera schachtii,Heterodera trifolii, and other Heterodera species; Seed gall nematodes,Anguina species; Stem and foliar nematodes, Aphelenchoides species;Sting nematodes, Belonolaimus longicaudatus and other Belonolaimusspecies; Pine nematodes, Bursaphelenchus xylophilus and otherBursaphelenchus species; Ring nematodes, Criconema species, Criconemellaspecies, Criconemoides species, Mesocriconema species; Stem and bulbnematodes, Ditylenchus destructor, Ditylenchus dipsaci and otherDitylenchus species; Awl nematodes, Dolichodorus species; Spiralnematodes, Heliocotylenchus multicinctus and other Heliocotylenchusspecies; Sheath and sheathoid nematodes, Hemicycliophora species andHemicriconemoides species; Hirshmanniella species; Lance nematodes,Hoploaimus species; false rootknot nematodes, Nacobbus species; Needlenematodes, Longidorus elongatus and other Longidorus species; Pinnematodes, Paratylenchus species; Lesion nematodes; Pratylenchusneglectus, Pratylenchus penetrans, Pratylenchus curvitatus, Pratylenchusgoodeyi and other Pratylenchus species; Burrowing nematodes, Radopholussimilis and other Radopholus species; Reniform nematodes, Rotylenchusrobustus and other Rotylenchus species; Scutellonema species; Stubbyroot nematodes, Trichodorus primitivus and other Trichodorus species,Paratrichodorus species; Stunt nematodes, Tylenchorhynchus claytoni,Tylenchorhynchus dubius and other Tylenchorhynchus species; Citrusnematodes, Tylenchulus species; Dagger nematodes, Xiphinema species; andother plant parasitic nematode species.

In a preferred embodiment of the invention the compounds of formulae Ior II are used for controlling insects or arachnids, in particularinsects of the orders Lepidoptera, Coleoptera, Thysanoptera andHomoptera and arachnids of the order Acarina. The compounds of theformulae I or II according to the present invention are particularlyuseful for controlling insects of the order Thysanoptera and Homoptera.

The compounds of formula formulae I or II or the pesticidal compositionscomprising them may be used to protect growing plants and crops fromattack or infestation by invertebrate pests, especially insects,acaridae or arachnids by contacting the plant/crop with a pesticidallyeffective amount of compounds of formulae I or II. The term “crop”refers both to growing and harvested crops.

The compounds of formulae I or II can be converted into the customaryformulations, for example solutions, emulsions, suspensions, dusts,powders, pastes and granules. The use form depends on the particularintended purpose; in each case, it should ensure a fine and evendistribution of the compound according to the invention.

The formulations are prepared in a known manner (see e.g. for reviewU.S. Pat. No. 3,060,084, EP-A 707 445 (for liquid concentrates),Browning, “Agglomeration”, Chemical Engineering, Dec. 4, 1967, 147-48,Perry's Chemical Engineer's Handbook, 4th Ed., McGraw-Hill, New York,1963, pages 8-57 and et seq., WO 91/13546, U.S. Pat. No. 4,172,714, U.S.Pat. No. 4,144,050, U.S. Pat. No. 3,920,442, U.S. Pat. No. 5,180,587,U.S. Pat. No. 5,232,701, U.S. Pat. No. 5,208,030, GB 2 095 558, U.S.Pat. No. 3,299,566, Klingman, Weed Control as a Science, John Wiley andSons, Inc., New York, 1961, Hance et al., Weed Control Handbook, 8thEd., Blackwell Scientific Publications, Oxford, 1989 and Mollet, H.,Grubemann, A., Formulation technology, Wiley VCH Verlag GmbH, Weinheim(Germany), 2001, 2. D. A. Knowles, Chemistry and Technology ofAgrochemical Formulations, Kluwer Academic Publishers, Dordrecht, 1998(ISBN 0-7514-0443-8), for example by extending the active compound withauxiliaries suitable for the formulation of agrochemicals, such assolvents and/or carriers, if desired emulsifiers, surfactants anddispersants, preservatives, anti-foaming agents, anti-freezing agents,for seed treatment formulation also optionally colorants and/or bindersand/or gelling agent.

Examples of suitable solvents are water, aromatic solvents (for exampleSolvesso products, xylene), paraffins (for example mineral oilfractions), alcohols (for example methanol, butanol, pentanol, benzylalcohol), ketones (for example cyclohexanone, gamma-butyrolactone),pyrrolidones (N-methylpyrrolidone [NMP], N-octylpyrrolidone [NOP]),acetates (glycol diacetate), glycols, fatty acid dimethylamides, fattyacids and fatty acid esters. In principle, solvent mixtures may also beused.

Suitable emulsifiers are non-ionic and anionic emulsifiers (for examplepolyoxyethylene fatty alcohol ethers, alkylsulfonates andarylsulfonates).

Examples of dispersants are lignin-sulfite waste liquors andmethylcellulose.

Suitable surfactants used are alkali metal, alkaline earth metal andammonium salts of lignosulfonic acid, naphthalenesulfonic acid,phenolsulfonic acid, dibutylnaphthalenesulfonic acid,alkylarylsulfonates, alkyl sulphates, alkylsulfonates, fatty alcoholsulfates, fatty acids and sulphated fatty alcohol glycol ethers,furthermore condensates of sulfonated naphthalene and naphthalenederivatives with formaldehyde, condensates of naphthalene or ofnaphthalenesulfonic acid with phenol and formaldehyde, polyoxyethyleneoctylphenol ether, ethoxylated isooctylphenol, octylphenol, nonylphenol,alkylphenol polyglycol ethers, tributylphenyl polyglycol ether,tristearylphenyl polyglycol ether, alkylaryl polyether alcohols, alcoholand fatty alcohol ethylene oxide condensates, ethoxylated castor oil,polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, laurylalcohol polyglycol ether acetal, sorbitol esters, lignosulfite wasteliquors and methylcellulose.

Substances which are suitable for the preparation of directly sprayablesolutions, emulsions, pastes or oil dispersions are mineral oilfractions of medium to high boiling point, such as kerosene or dieseloil, furthermore coal tar oils and oils of vegetable or animal origin,aliphatic, cyclic and aromatic hydrocarbons, for example toluene,xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or theirderivatives, methanol, ethanol, propanol, butanol, cyclohexanol,cyclohexanone, isophorone, highly polar solvents, for example dimethylsulfoxide, N-methylpyrrolidone or water.

Also anti-freezing agents such as glycerin, ethylene glycol, propyleneglycol and bactericides such as can be added to the formulation.

Suitable antifoaming agents are for example antifoaming agents based onsilicon or magnesium stearate.

A suitable preservative is e.g. dichlorophen.

Seed treatment formulations may additionally comprise binders andoptionally colorants.

Binders can be added to improve the adhesion of the active materials onthe seeds after treatment. Suitable binders are block copolymers, EO/POsurfactants but also polyvinylalcohols, polyvinylpyrrolidones,polyacrylates, polymethacrylates, polybutenes, polyisobutylenes,polystyrene, polyethyleneamines, polyethyleneamides, polyethyleneimines(Lupasol®, Polymin®), polyethers, polyurethans, polyvinylacetate, tyloseand copolymers derived from these polymers.

Optionally, also colorants can be included in the formulation. Suitablecolorants or dyes for seed treatment formulations are Rhodamin B, C.I.Pigment Red 112, C.I. Solvent Red 1, pigment blue 15:4, pigment blue15:3, pigment blue 15:2, pigment blue 15:1, pigment blue 80, pigmentyellow 1, pigment yellow 13, pigment red 112, pigment red 48:2, pigmentred 48:1, pigment red 57:1, pigment red 53:1, pigment orange 43, pigmentorange 34, pigment orange 5, pigment green 36, pigment green 7, pigmentwhite 6, pigment brown 25, basic violet 10, basic violet 49, acid red51, acid red 52, acid red 14, acid blue 9, acid yellow 23, basic red 10,basic red 108.

An example of a gelling agent is carrageen (Satiagel®).

Powders, materials for spreading and dustable products can be preparedby mixing or concomitantly grinding the active substances with a solidcarrier.

Granules, for example coated granules, impregnated granules andhomogeneous granules, can be prepared by binding the active compounds tosolid carriers.

Examples of solid carriers are mineral earths such as silica gels,silicates, talc, kaolin, attaclay, limestone, lime, chalk, bole, loess,clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate,magnesium oxide, ground synthetic materials, fertilizers, such as, forexample, ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas,and products of vegetable origin, such as cereal meal, tree bark meal,wood meal and nutshell meal, cellulose powders and other solid carriers.

In general, the formulations comprise from 0.01 to 95% by weight,preferably from 0.1 to 90% by weight, of the active compound(s). In thiscase, the active compound(s) are employed in a purity of from 90% to100% by weight, preferably 95% to 100% by weight (according to NMRspectrum).

For seed treatment purposes, respective formulations can be diluted 2-to 10-fold leading to concentrations in the ready to use preparations of0.01 to 60% by weight active compound by weight, preferably 0.1 to 40%by weight.

The compounds of formulae I or II can be used as such, in the form oftheir formulations or the us use forms prepared therefrom, for examplein the form of directly sprayable solutions, powders, suspensions ordispersions, emulsions, oil dispersions, pastes, dustable products,materials for spreading, or granules, by means of spraying, atomizing,dusting, spreading or pouring. The use forms depend entirely on theintended purposes; they are intended to ensure in each case the finestpossible distribution of the active compound(s) according to theinvention.

Aqueous use forms can be prepared from emulsion concentrate, pastes orwettable powders (sprayable powders, oil dispersions) by adding water.To prepare emulsions, pastes or oil dispersions, the substances, as suchor dissolved in an oil or solvent, can be homogenized in water by meansof a wetting agent, tackifier, dispersant or emulsifier. However, it isalso possible to prepare concentrates composed of active substance,wetting agent, tackifier, dispersant or emulsifier and, if appropriate,solvent or oil, and such concentrates are suitable for dilution withwater.

The active compound concentrations in the ready-to-use preparations canbe varied within relatively wide ranges. In general, they are from0.0001 to 10%, preferably from 0.01 to 1% per weight.

The active compound(s) may also be used successfully in theultra-low-volume process (ULV), it being possible to apply formulationscomprising over 95% by weight of active compound, or even to apply theactive compound without additives.

The following are examples of formulations:

1. Products for dilution with water for foliar applications. For seedtreatment purposes, such products may be applied to the seed diluted orundiluted.

A) Water-Soluble Concentrates (SL, LS)

10 parts by weight of the active compound(s) are dissolved in 90 partsby weight of water or a water-soluble solvent. As an alternative,wetting agents or other auxiliaries are added. The active compound(s)dissolves upon dilution with water, whereby a formulation with 10% (w/w)of active compound(s) is obtained.

B) Dispersible Concentrates (DC)

20 parts by weight of the active compound(s) are dissolved in 70 partsby weight of cyclohexanone with addition of 10 parts by weight of adispersant, for example polyvinylpyrrolidone. Dilution with water givesa dispersion, whereby a formulation with 20% (w/w) of activecompounds(s) is obtained.

C) Emulsifiable Concentrates (EC)

15 parts by weight of the active compound(s) are dissolved in 7 parts byweight of xylene with addition of calcium dodecylbenzenesulfonate andcastor oil ethoxylate (in each case 5 parts by weight). Dilution withwater gives an emulsion, whereby a formulation with 15% (w/w) of activecompound(s) is obtained.

D) Emulsions (EW, EO, ES) 25 parts by weight of the active compound(s)are dissolved in 35 parts by weight of xylene with addition of calciumdodecylbenzenesulfonate and castor oil ethoxylate (in each case 5 partsby weight). This mixture is introduced into 30 parts by weight of waterby means of an emulsifier machine (e.g. Ultraturrax) and made into ahomogeneous emulsion. Dilution with water gives an emulsion, whereby aformulation with 25% (w/w) of active compound(s) is obtained.

E) Suspensions (SC, OD, FS)

In an agitated ball mill, 20 parts by weight of the active compounds(s)are comminuted with addition of 10 parts by weight of dispersants,wetting agents and 70 parts by weight of water or of an organic solventto give a fine active compound(s) suspension. Dilution with water givesa stable suspension of the active compound(s), whereby a formulationwith 20% (w/w) of active compound(s) is obtained.

F) Water-Dispersible Granules and Water-Soluble Granules (WG, SG)

50 parts by weight of the active compound(s) are ground finely withaddition of 50 parts by weight of dispersants and wetting agents andmade as water-dispersible or water-soluble granules by means oftechnical appliances (for example extrusion, spray tower, fluidizedbed). Dilution with water gives a stable dispersion or solution of theactive corn-pound(s), whereby a formulation with 50% (w/w) of activecompound(s) is obtained.

G) Water-Dispersible Powders and Water-Soluble Powders (WP, SP, SS, WS)

75 parts by weight of the active compound(s) are ground in arotor-stator mill with addition of 25 parts by weight of dispersants,wetting agents and silica gel. Dilution with water gives a stabledispersion or solution of the active compound(s), whereby a formulationwith 75% (w/w) of active compound(s) is obtained.

H) Gel-Formulation (GF)

In an agitated ball mill, 20 parts by weight of the active compound(s)are comminuted with addition of 10 parts by weight of dispersants, 1part by weight of a gelling agent wetting agents and 70 parts by weightof water or of an organic solvent to give a fine active compound(s)suspension. Dilution with water gives a stable suspension of the activecompound(s), whereby a formulation with 20% (w/w) of active compound(s)is obtained.

2. Products to be applied undiluted for foliar applications. For seedtreatment purposes, such products may be applied to the seed diluted orundiluted.

I) Dustable Powders (DP, DS)

5 parts by weight of the active compound(s) are ground finely and mixedintimately with 95 parts by weight of finely divided kaolin. This givesa dustable product having 5% (w/w) of active compound(s)

J) Granules (GR, FG, GG, MG)

0.5 parts by weight of the active compound(s) is ground finely andassociated with 95.5 parts by weight of carriers, whereby a formulationwith 0.5% (w/w) of active compound(s) is obtained. Current methods areextrusion, spray-drying or the fluidized bed. This gives granules to beapplied undiluted for foliar use.

K) ULV Solutions (UL)

10 parts by weight of the active compound(s) are dissolved in 90 partsby weight of an organic solvent, for example xylene. This gives aproduct having 10% (w/w) of active compound(s), which is appliedundiluted for foliar use.

The compounds of formulae I or II are also suitable for the treatment ofplant propagation materials (such as seed). Conventional seed treatmentformulations include for example flowable concentrates FS, solutions LS,powders for dry treatment DS, water dispersible powders for slurrytreatment WS, water-soluble powders SS and emulsion ES and EC and gelformulation GF. These formulations can be applied to the seed diluted orundiluted. Application to the seeds is carried out before sowing, eitherdirectly on the seeds or after having pre-germinated the latter

In a preferred embodiment a FS formulation is used for seed treatment.Typically, a FS formulation may comprise 1 to 800 g/l of activeingredient, 1 to 200 g/l Surfactant, 0 to 200 g/l antifreezing agent, 0to 400 g/l of binder, 0 to 200 g/l of a pigment and up to 1 liter of asolvent, preferably water.

Other preferred FS formulations of compounds of formulae I or II forseed treatment comprise from 0.5 to 80 wt % of the active ingredient,from 0.05 to 5 wt % of a wetting agent, from 0.5 to 15 wt % of adispersing agent, from 0.1 to 5 wt % of a thickener, from 5 to 20 wt %of an anti-freeze agent, from 0.1 to 2 wt % of an anti-foam agent, from1 to 20 wt % of a pigment and/or a dye, from 0 to 15 wt % of asticker/adhesion agent, from 0 to 75 wt % of a filler/vehicle, and from0.01 to 1 wt % of a preservative.

Various types of oils, wetting agents, adjuvants, herbicides,fungicides, other pesticides, or bactericides may be added to the activeingredients, if appropriate just immediately prior to use (tank mix).These agents usually are admixed with the agents according to theinvention in a weight ratio of 1:10 to 10:1.

The compounds of formulae I or II are effective through both contact(via soil, glass, wall, bed net, carpet, plant parts or animal parts),and ingestion (bait, or plant part).

For use against ants, termites, wasps, flies, mosquitoes, crickets, orcockroaches, compounds of formulae I or II are preferably used in a baitcomposition.

The bait can be a liquid, a solid or a semisolid preparation (e.g. agel). Solid baits can be formed into various shapes and forms suitableto the respective application e.g. granules, blocks, sticks, disks.Liquid baits can be filled into various devices to ensure properapplication, e.g. open containers, spraying devices, droplet sources, orevaporation sources. Gels can be based on aqueous or oily matrices andcan be formulated to particular necessities in terms of stickiness,moisture retention or aging characteristics.

The bait employed in the composition is a product, which is sufficientlyattractive to incite insects such as ants, termites, wasps, flies,mosquitoes, crickets etc. or cockroaches to eat it. The attractivenesscan be manipulated by using feeding stimulants or sex pheromones. Foodstimulants are chosen, for example, but not exclusively, from animaland/or plant proteins (meat-, fish- or blood meal, insect parts, eggyolk), from fats and oils of animal and/or plant origin, or mono-,oligo- or polyorganosaccharides, especially from sucrose, lactose,fructose, dextrose, glucose, starch, pectin or even molasses or honey.Fresh or decaying parts of fruits, crops, plants, animals, insects orspecific parts thereof can also serve as a feeding stimulant. Sexpheromones are known to be more insect specific. Specific pheromones aredescribed in the literature and are known to those skilled in the art.

Formulations of compounds of formulae I or II as aerosols (e.g. in spraycans), oil sprays or pump sprays are highly suitable for thenon-professional user for controlling pests such as flies, fleas, ticks,mosquitos or cockroaches. Aerosol recipes are preferably composed of theactive compound, solvents such as lower alcohols (e.g. methanol,ethanol, propanol, butanol), ketones (e.g. acetone, methy ethyl ketone),paraffin hydrocarbons (e.g. kerosenes) having boiling ranges ofapproximately 50 to 250° C., dimethyl-formamide, N-methylpyrrolidone,dimethyl sulphoxide, aromatic hydrocarbons such as toluene, xylene,water, furthermore auxiliaries such as emulsifiers such as sorbitolmonooleate, oleyl ethoxylate having 3 to 7 mol of ethylene oxide, fattyalcohol ethoxylate, perfume oils such as ethereal oils, esters of mediumfatty acids with lower alcohols, aromatic carbonyl compounds, ifappropriate stabilizers such as sodium benzoate, amphoteric surfactants,lower epoxides, triethyl orthoformate and, if required, propellants suchas propane, butane, nitrogen, compressed air, dimethyl ether, carbondioxide, nitrous oxide, or mixtures of these gases.

The oil spray formulations differ from the aerosol recipes in that nopropellants are used.

The compounds of formulae I or II and their respective compositions canalso be used in mosquito and fumigating coils, smoke cartridges,vaporizer plates or long-term vaporizers and also in moth papers, mothpads or other heat-independent vaporizer systems.

Methods to control infectious diseases transmitted by insects (e.g.malaria, dengue and yellow fever, lymphatic filariasis, andleishmaniasis) with compounds of formulae I or II and its respectivecompositions also comprise treating surfaces of huts and houses, airspraying and impregnation of curtains, tents, clothing items, bed nets,tsetse-fly trap or the like. Insecticidal compositions for applicationto fibers, fabric, knitgoods, nonwovens, netting material or foils andtarpaulins preferably comprise a mixture including the insecticide,optionally a repellent and at least one binder. Suitable repellents forexample are N,N-diethyl-meta-toluamide (DEET),N,N-diethylphenylacetamide (DEPA),1-(3-cyclohexan-1-yl-carbonyl)-2-methylpiperine,(2-hydroxymethylcyclohexyl)acetic acid lactone, 2-ethyl-1,3-hexandiol,indalone, Methylneodecanamide (MNDA), a pyrethroid not used for insectcontrol such as{(+/−)-3-allyl-2-methyl-4-oxocyclopent-2-(+)-enyl-(+)-trans-chrysanthemate(Esbiothrin), a repellent derived from or identical with plant extractslike limonene, eugenol, (+)-Eucamalol (1), (−)-1-epi-eucarnalol or crudeplant extracts from plants like Eucalyptus maculate, Vitex rotundifolia,Cymbopogan martinii, Cymbopogan citratus (lemon grass), Cymopogannartdus (citronella). Suitable binders are selected for example frompolymers and copolymers of vinyl esters of aliphatic acids (such as suchas vinyl acetate and vinyl versatate), acrylic and methacrylic esters ofalcohols, such as butyl acrylate, 2-ethylhexylacrylate, and methylacrylate, mono- and diethylenically unsaturated hydrocarbons, such asstyrene, and aliphatic diens, such as butadiene.

The impregnation of curtains and bednets is done in general by dippingthe textile material into emulsions or dispersions of the activecompounds of formulae I and II or spraying them onto the nets.

Methods which can be employed for treating the plant propagationmaterial, in particular the seed are, in principle, all suitable seedtreatment and especially seed dressing techniques known in the art, suchas seed coating (e.g. seed pelleting), seed dusting and seed imbibition(e.g. seed soaking). Here, “seed treatment” refers to all methods thatbring plant propagation material, in particular seeds, and the compoundsof formulae I or II into contact with each other, and “seed dressing” tomethods of seed treatment which provide the seeds with an amount of thecompounds of formulae I or II, or a salt thereof or N-oxide thereof,i.e. which generate a plant propagation material, in particular the seedcomprising the compound of formulae I or II, or a salt thereof orN-oxide thereof. In principle, the treatment can be applied to the plantpropagation material, in particular to the seed at any time from theharvest of the plant propagation material, in particular of the seed tothe sowing of the plant propagation material, in particular of the seed.The plant propagation material, in particular the seed can be treatedimmediately before, or during, the planting of the plant propagationmaterial, in particular of the seed, for example using the “planter'sbox” method. However, the treatment may also be carried out severalweeks or months, for example up to 12 months, before planting the seed,for example in the form of a seed dressing treatment, without asubstantially reduced efficacy being observed.

Expediently, the treatment is applied to unsown plant propagationmaterial, in particular to unsown seed. As used herein, the term “unsownseed” is meant to include seed at any period from the harvest of theseed to the sowing of the seed in the ground for the purpose ofgermination and growth of the plant.

Specifically, a procedure is followed in the treatment in which theplant propagation material, in particular the seed, is mixed, in asuitable device, for example a mixing device for solid or solid/liquidmixing partners, with the desired amount of seed treatment formulations,either as such or after previous dilution with water, until thecomposition is distributed uniformly on the seed. If appropriate, thisis followed by a drying step.

The compounds of formulae I or II or the enantiomers or veterinarilyacceptable salts thereof are in particular also suitable for being usedfor combating parasites in and on animals.

A further object of the present invention is therefore to provide newmethods for controlling parasites in and on animals. Another object ofthe invention is to provide safer pesticides for animals. Another objectof the invention is further to provide pesticides for animals that maybe used in lower doses than existing pesticides. And another object ofthe invention is to provide pesticides for animals, which provide a longresidual control of the parasites.

The invention also relates to compositions containing a parasiticidallyeffective amount of compounds of formulae I or II or the enantiomers orveterinarily acceptable salts thereof and an acceptable carrier, forcombating parasites in and on animals.

The present invention also provides a non-therapeutic method fortreating, controlling, preventing and protecting animals againstinfestation and infection by parasites, which comprises applying to alocus a parasiticidally effective amount of a compound of formulae I orII or the enantiomers or veterinarily acceptable salts thereof or acomposition comprising it.

The present invention also provides a method for treating, controlling,preventing and protecting animals against infestation and infection byparasites, which comprises orally, topically or parenterallyadministering or applying to the animals a parasiticidally effectiveamount of a compound of formulae I or II or the enantiomers orveterinarily acceptable salts thereof or a composition comprising it.

The invention also provides a process for the preparation of acomposition for treating, controlling, preventing or protecting animalsagainst infestation or infection by parasites which comprises includinga parasiticidally effective amount of a compound of formulae I or II orthe enantiomers or veterinarily acceptable salts thereof into acomposition comprising for treating, controlling, preventing orprotecting animals against infestation or infection by parasites.

The invention relates further to the use of compounds of formula I fortreating, controlling, preventing or protecting animals againstinfestation or infection by parasites. The invention relates also to theuse of a compound of the formulae I or II, or a composition comprisingit, for the manufacture of a medicament for the therapeutic treatment ofanimals against infections or infestions by parasites.

Activity of compounds against agricultural pests does not suggest theirsuitability for control of endo- and ectoparasites in and on animalswhich requires, for example, low, nonemetic dosages in the case of oralapplication, metabolic compatibility with the animal, low toxicity, anda safe handling.

Surprisingly, it has been found that compounds of formulae I or II,their salts and their N-oxides, are suitable for combating endo- andectoparasites in and on animals.

Compounds of formulae I or II or the enantiomers or veterinarilyacceptable salts or N-oxides thereof and compositions comprising themare preferably used for controlling and preventing infestations andinfections animals including warm-blooded animals (including humans) andfish. They are for example suitable for controlling and preventinginfestations and infections in mammals such as cattle, sheep, swine,camels, deer, and reindeer, and also in fur-bearing animals such asmink, chinchilla and raccoon, birds such as hens, geese, turkeys andducks and fish such as fresh- and salt-water fish such as trout, carpand eels.

Compounds of formulae I or II or the enantiomers or veterinarilyacceptable salts thereof and compositions comprising them are preferablyused for controlling and preventing infestations and infections indomestic animals, such as dogs or cats.

Infestations in warm-blooded animals and fish include, but are notlimited to, lice, biting lice, ticks, nasal bots, keds, biting flies,muscoid flies, flies, myiasitic fly larvae, chiggers, gnats, mosquitoesand fleas.

The compounds of formulae I or II or the enantiomers or veterinarilyacceptable salts thereof and compositions comprising them are suitablefor systemic and/or non-systemic control of ecto- and/or endoparasites.They are active against all or some stages of development.

The compounds of formulae I or II, their salts and their N-oxides areespecially useful for combating ectoparasites.

The compounds of formulae I or II, their salts and their N-oxides areespecially useful for combating parasites of the following orders andspecies, respectively:

fleas (Siphonaptera), e.g. Ctenocephalides felis, Ctenocephalides canis,Xenopsylla cheopis, Pulex irritans, Tunga penetrans, and Nosopsyllusfasciatus,cockroaches (Blattaria-Blattodea), e.g. Blattella germanica, Blattellaasahinae, Periplaneta americana, Periplaneta japonica, Periplanetabrunnea, Periplaneta fuligginosa, Periplaneta australasiae, and Blattaorientalis,flies, mosquitoes (Diptera), e.g. Aedes aegypti, Aedes albopictus, Aedesvexans, Anastrepha ludens, Anopheles maculipennis, Anopheles crucians,Anopheles albimanus, Anopheles gambiae, Anopheles freeborni, Anophelesleucosphyrus, Anopheles minimus, Anopheles quadrimaculatus, Calliphoravicina, Chrysomya bezziana, Chrysomya hominivorax, Chrysomya macellaria,Chrysops discalis, Chrysops silacea, Chrysops atlanticus, Cochliomyiahominivorax, Cordylobia anthropophaga, Culicoides furens, Culex pipiens,Culex nigripalpus, Culex quinquefasciatus, Culex tarsalis, Culisetainornata, Culiseta melanura, Dermatobia hominis, Fannia canicularis,Gasterophilus intestinalis, Glossina morsitans, Glossina palpalis,Glossina fuscipes, Glossina tachinoides, Haematobia irritans,Haplodiplosis equestns, Hippelates spp., Hypoderma lineata, Leptoconopstorrens, Lucilia cuprina, Lucilia cuprina, Lucilia sericata, Lycoriapectoralis, Mansonia spp., Musca domestica, Muscina stabulans, Oestrusovis, Phlebotomus argentipes, Psorophora columbiae, Psorophora discolor,Prosimulium mixtum, Sarcophaga haemorrhoidalis, Sarcophaga sp., Simuliumvittatum, Stomoxys calcitrans, Tabanus bovinus, Tabanus atratus, Tabanuslineola, and Tabanus similis,lice (Phthiraptera), e.g. Pediculus humanus capitis, Pediculus humanuscorporis, Pthirus pubi, Haematopinus eurysternus, Haematopinus suis,Linognathus vituli, Bovicola bovis, Menopon gallinae, Menacanthusstramineus and Solenopotes capillatus,ticks and parasitic mites (Parasitiformes): ticks (Ixodida), e.g. Ixodesscapularis, Ixodes holocyclus, Ixodes pacificus, Rhiphicephalussanguineus, Dermacentor andersoni, Dermacentor variabilis, Amblyommaamericanum, Ambryomma maculatum, Ornithodorus hermsi, Ornithodorusturicata and parasitic mites (Mesostigmata), e.g. Ornithonyssus bacotiand Dermanyssus gallinae,actinedida (Prostigmata) and Acaridida (Astigmata) e.g. Acarapis spp.,Cheyletiella spp., Ornitnocheyletia spp., Myobia spp., Psorergates spp.,Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp.,Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp.,Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp.,Notoedres spp., Knemidocoptes spp., Cytodites spp., and Laminosioptesspp,bugs (Heteropterida): Cimex lectularius, Cimex hemipterus, Reduviussenilis, Triatoma spp., Rhodnius ssp., Panstrongylus ssp. and Ariluscritatus,Anoplurida, e.g. Haematopinus spp., Linognathus spp., Pediculus spp.,Phtirus spp., and Solenopotes spp,Mallophagida (suborders Arnblycerina and Ischnocerina), e.g. Trimenoponspp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp.,Lepikentron spp., Trichodectes spp., and Felicola spp,

Roundworms Nematoda:

Wipeworms and Trichinosis (Trichosyringida), e.g. Trichinellidae(Trichinella spp.), (Trichuridae) Trichuris spp., Capillaria spp,Rhabditida, e.g. Rhabditis spp, Strongyloides spp., Helicephalobus spp,Strongylida, e.g. Strongylus spp., Ancylostoma spp, Necator americanus,Bunostomum spp. (Hookworm), Trichonstrongylus spp., Haemonchuscontortus, Ostertagia spp., Cooperia spp., Nematodirus spp.,Dictyocaulus spp., Cyathostoma spp., Oesophagostomum spp., Stephanurusdentatus, Ollulanus spp., Chabertia spp., Stephanurus dentatus, Syngamustrachea, Ancylostoma spp., Uncinaria spp., Globocephalus spp., Necatorspp., Metastrongylus spp., Muellerius capillaris, Protostrongylus spp.,Angiostrongylus spp., Parelaphostrongylus spp. Aleurostrongylusabstrusus, and Dioctophyma renale,Intestinal roundworms (Ascaridida) e.g. Ascaris lumbricoides, Ascarissuum, Ascaridia galli, Parascaris equorum, Enterobius vermicularis(Threadworm), Toxocara canis, Toxascaris leonine, Skrjabinema spp., andOxyuris equi,Camallanida, e.g. Dracunculus medinensis (guinea worm),Spirurida, e.g. Thelazia spp. Wuchereria spp., Brugia spp., Onchocercaspp., Dirofilari spp.a, Dipetalonema spp., Setaria spp., Elaeophoraspp., Spirocerca lupi, and Habronema spp.,Thorny headed worms (Acanthocephala), e.g. Acanthocephalus spp.,Macracanthorhynchus hirudinaceus and Oncicola spp,

Planarians (Plathelminthes):

Flukes (Trematoda), e.g. Faciola spp., Fascioloides magna, Paragonimusspp., Dicrocoelium spp., Fasciolopsis buski, Clonorchis sinensis,Schistosoma spp., Trichobilharzia spp., Alaria alata, Paragonimus spp.,and Nanocyetes spp,Cercomeromorpha, in particular Cestoda (Tapeworms), e.g.Diphyllobothrium spp., Tenia spp., Echinococcus spp., Dipylidiumcaninum, Multiceps spp., Hymenolepis spp., Mesocestoides spp.,Vampirolepis spp., Moniezia spp., Anoplocephala spp., Sirometra spp.,Anoplocephala spp., and Hymenolepis spp.

The compounds of formulae I or II, their salts and their N-oxides andcompositions containing them are particularly useful for the control ofpests from the orders Diptera, Siphonaptera and Ixodida.

Moreover, the use of the formulae I or II, their salts and theirN-oxides and compositions containing them for combating mosquitoes isespecially preferred.

The use of the compounds of formulae I or II, their salts and theirN-oxides and compositions containing them for combating flies is afurther preferred embodiment of the present invention.

Furthermore, the use of the compounds of formulae I or II, their saltsand their N-oxides and compositions containing them for combating fleasis especially preferred.

The use of the compounds of formula formulae I or II, their salts andtheir N-oxides and compositions containing them for combating ticks is afurther preferred embodiment of the present invention.

The compounds of formulae I or II, their salts and their N-oxides alsoare especially useful for combating endoparasites (roundworms nematoda,thorny headed worms and planarians).

The compounds of formula I can be effective through both contact (viasoil, glass, wall, bed net, carpe, blankets or animal parts) andingestion (e.g. baits).

The present invention relates to the therapeutic and the non-therapeuticuse of compounds of formula I for controlling and/or combating parasitesin and/or on animals.

The compounds of formula I may be used to protect the animals fromattack or infestation by parasites by contacting them with aparasitically effective amount of compounds of formula I. As such,“contacting” includes both direct contact (applying thecompounds/compositions directly on the parasite, e.g. also at it'slocus, and optionally also administrating the compounds/compositiondirectly on the animal) and indirect contact (applying thecompounds/compositions to the locus of the parasite). The contact of theparasite through application to its locus is an example of anon-therapeutic use of compounds of formula I.

“Locus” as defined above means the habitat, food supply, breedingground, area, material or environment in which a parasite is growing ormay grow outside of the animal. The compounds of the invention can alsobe applied preventively to places at which occurrence of the pests orparasites is expected.

The administration to the animal can be carried out bothprophylactically and therapeutically,

Administration of the active compounds is carried out directly or in theform of suitable preparations, orally, topically/dermally orparenterally.

For oral administration to warm-blooded animals, the compounds offormula I or II may be formulated as animal feeds, animal feed premixes,animal feed concentrates, pills, solutions, pastes, suspensions,drenches, gels, tablets, boluses and capsules. In addition, thecompounds of formulae I or II may be administered to the animals in thedrinking water. For oral administration, the dosage form chosen shouldprovide the with 0.01 mg/kg to 100 mg/kg of animal body weight per dayof the formulae I or II compound, preferably with 0.5 mg/kg to 100 mg/kgof animal body weight per day.

Alternatively, the compounds of formulae I or II may be administered toanimals parenterally, enterally for example, by intraruminal,intramuscular, intravenous or subcutaneous injection. The compounds offormulae I or II may be dispersed or dissolved in a physiologicallylogically acceptable carrier for subcutaneous injection. Alternatively,the compounds of formulae I or II may be formulated into an implant forsubcutaneous administration. In addition the compounds of formulae I orII may be transdermally administered to animals. For parenteraladministration, the dosage form chosen should provide the animal with0.01 mg/kg to 100 mg/kg of animal body weight per day of the compoundsof formulae I or II.

The compounds of formulae I or II may also be applied topically to theanimals in the form of dips, dusts, powders, collars, medallions,sprays, shampoos, spot-on and pour-on formulations and in ointments oroil-in-water or water-in-oil emulsions. For topical application, dipsand sprays usually contain 0.5 ppm to 5 000 ppm and preferably 1 ppm to3 000 ppm of the compounds of formulae I or II. In addition, thecompounds of formulae I or II may be formulated as ear tags for animals,particularly quadrupeds such as cattle and sheep.

Suitable preparations are:

Solutions such as oral solutions, concentrates for oral administrationafter dilution, solutions for use on the skin or in body cavities,pouring-on formulations, gels;Emulsions and suspensions for oral or dermal administration; semi-solidpreparations;Formulations in which the active compound is processed in an ointmentbase or in an oil-in-water or water-in-oil emulsion base;Solid preparations such as powders, premixes or concentrates, granules,pellets, tablets, boluses, capsules; aerosols and inhalants, and activecompound-containing shaped articles.

Compositions suitable for injection are prepared by dissolving theactive ingredient in a suitable solvent and optionally adding furtheringredients such as acids, bases, buffer salts, preservatives, andsolubilizers. The solutions are filtered and filled sterile.

Suitable solvents are physiologically tolerable solvents such as water,alkanols such as ethanol, butanol, benzyl alcohol, glycerol, propyleneglycol, polyethylene glycols, N-methylpyrrolidone, 2-pyrrolidone, andmixtures thereof.

The active compounds can optionally be dissolved in physiologicallytolerable vegetable or synthetic oils which are suitable for injection.

Suitable solubilizers are solvents which promote the dissolution of theactive compound in the main solvent or prevent its precipitation.Examples are polyvinylpyrrolidone, polyvinyl alcohol polyoxyethylatedcastor oil, and polyoxyethylated sorbitan ester.

Suitable preservatives are benzyl alcohol, trichlorobutanol,p-hydroxybenzoic acid esters, and n-butanol.

Oral solutions are administered directly. Concentrates are administeredorally after prior dilution to the use concentration. Oral solutions andconcentrates are prepared according to the state of the art and asdescribed above for injection solutions, sterile procedures not beingnecessary.

Solutions for use on the skin are trickled on, spread on, rubbed in,sprinkled on or sprayed on.

Solutions for use on the skin are prepared according to the state of theart and according to what is described above for injection solutions,sterile procedures not being necessary.

Further suitable solvents are polypropylene glycol, phenyl ethanol,phenoxy ethanol, ester such as ethyl or butyl acetate, benzyl benzoate,ethers such as alkyleneglycol alkylether, e.g. dipropyleneglycolmonomethylether, ketons such as acetone, methylethylketone, aromatichydrocarbons, vegetable and synthetic oils, dimethylformamide,dimethylacetamide, transcutol, solketal, propylencarbonate and mixturesthereof.

It may be advantageous to add thickeners during preparation. Suitablethickeners are inorganic thickeners such as bentonites, colloidalsilicic acid, aluminium monostearate, organic thickeners such ascellulose derivatives, polyvinyl alcohols and their copolymers,acrylates and methacrylates.

Gels are applied to or spread on the skin or introduced into bodycavities. Gels are prepared by treating solutions which have beenprepared as described in the case of the injection solutions withsufficient thickener that a clear material having an ointment-likeconsistency results. The thickeners employed are the thickeners givenabove.

Pour-on formulations are poured or sprayed onto limited areas of theskin, the active compound penetrating the skin and acting systemically.

Pour-on formulations are prepared by dissolving, suspending oremulsifying the active compound in suitable skin-compatible solvents orsolvent mixtures. If appropriate, other auxiliaries such as colorants,bioabsorption-promoting substances, antioxidants, light stabilizers,adhesives are added.

Suitable solvents are water, alkanols, glycols, polyethylene glycols,polypropylene glycols, glycerol, aromatic alcohols such as benzylalcohol, phenylethanol, phenoxyethanol, esters such as ethyl acetate,butyl acetate, benzyl benzoate, ethers such as alkylene glycol alkylethers such as dipropylene glycol monomethyl ether, diethylene glycolmono-butyl ether, ketones such as acetone, methyl ethyl ketone, cycliccarbonates such as propylene carbonate, ethylene carbonate, aromaticand/or aliphatic hydrocarbons, vegetable or synthetic oils, DMF,dimethylacetamide, N-alkylpyrrolidones such as N-Methylpyrrolidone,N-butylpyrrolidone or N-octylpyrrolidone, 2-pyrrolidone,2,2-dimethyl-4-oxy-methylene-1,3-dioxolane and glycerol formal.

Suitable colorants are all colorants permitted for use on animals andwhich can be dissolved or suspended.

Suitable absorption-promoting substances are, for example, DMSO,spreading oils such as isopropyl myristate, dipropylene glycolpelargonate, silicone oils and copolymers thereof with polyethers, fattyacid esters, triglycerides, fatty alcohols.

Suitable antioxidants are sulfites or metabisulfites such as potassiummetabisulfite, ascorbic acid, butylhydroxytoluene, butylhydroxyanisole,tocopherol.

Suitable light stabilizers are, for example, novantisolic acid.

Suitable adhesives are, for example, cellulose derivatives, starchderivatives, polyacrylates, natural polymers such as alginates, gelatin.

Emulsions can be administered orally, dermally or as injections.

Emulsions are either of the water-in-oil type or of the oil-in-watertype.

They are prepared by dissolving the active compound either in thehydrophobic or in the hydrophilic phase and homogenizing this with thesolvent of the other phase with the aid of suitable emulsifiers and, ifappropriate, other auxiliaries such as colorants, absorption-promotingsubstances, preservatives, antioxidants, light stabilizers,viscosity-enhancing substances.

Suitable hydrophobic phases oils are:

liquid paraffins, silicone oils, natural vegetable oils such as sesameoil, almond oil, castor oil, synthetic triglycerides such ascaprylic/capric biglyceride, triglyceride mixture with vegetable fattyacids of the chain length C₈-C₁₂ or other specially selected naturalfatty acids, partial glyceride mixtures of saturated or unsaturatedfatty acids possibly also containing hydroxyl groups, mono- anddiglycerides of the C₈-C₁₀ fatty acids, fatty acid esters such as ethylstearate, di-n-butyryl adipate, hexyl laurate, dipropylene glycolpelargonate, esters of a branched fatty acid of medium chain length withsaturated fatty alcohols of chain length C₁₆-C₁₈, isopropyl myristate,isopropyl palmitate, caprylic/capric acid esters of saturated fattyalcohols of chain length C₁₂-C₁₈, isopropyl stearate, oleyl oleate,decyl oleate, ethyl oleate, ethyl lactate, waxy fatty acid esters suchas synthetic duck coccygeal gland fat, dibutyl phthalate, diisopropyladipate, and ester mixtures related to the latter, fatty alcohols suchas isotridecyl alcohol, 2-octyldodecanol, cetylstearyl alcohol, oleylalcohol, and fatty acids such as oleic acid and mixtures thereof.

Suitable hydrophilic phases are: water, alcohols such as propyleneglycol, glycerol, sorbitol and mixtures thereof.

Suitable emulsifiers are:

non-ionic surfactants, e.g. polyethoxylated castor oil, polyethoxylatedsorbitan monooleate, sorbitan monostearate, glycerol monostearate,polyoxyethyl stearate, alkylphenol polyglycol ether; ampholyticsurfactants such as di-sodium N-lauryl-p-iminodipropionate or lecithin;anionic surfactants, such as sodium lauryl sulfate, fatty alcohol ethersulfates, mono/dialkyl polyglycol ether orthophosphoric acid estermonoethanolamine salt; cation-active surfactants, such ascetyltrimethylammonium chloride.

Suitable further auxiliaries are: substances which enhance the viscosityand stabilize the emulsion, such as carboxymethylcellulose,methylcellulose and other cellulose and starch derivatives,polyacrylates, alginates, gelatin, gum arabic, polyvinylpyrrolidone,polyvinyl alcohol, copolymers of methyl vinyl ether and maleicanhydride, polyethylene glycols, waxes, colloidal silicic acid ormixtures of the substances mentioned.

Suspensions can be administered orally or topically/dermally. They areprepared by suspending the active compound in a suspending agent, ifappropriate with addition of other auxiliaries such as wetting agents,colorants, bioabsorption-promoting substances, preservatives,antioxidants, light stabilizers.

Liquid suspending agents are all homogeneous solvents and solventmixtures.

Suitable wetting agents (dispersants) are the emulsifiers given above.

Other auxiliaries which may be mentioned are those given above.

Semi-solid preparations can be administered orally ortopically/dermally. They differ from the suspensions and emulsionsdescribed above only by their higher viscosity.

For the production of solid preparations, the active compound is mixedwith suitable excipients, if appropriate with addition of auxiliaries,and brought into the desired form.

Suitable excipients are all physiologically tolerable solid inertsubstances. Those used are inorganic and organic substances. Inorganicsubstances are, for example, sodium chloride, carbonates such as calciumcarbonate, hydrogencarbonates, aluminium oxides, titanium oxide, silicicacids, argillaceous earths, precipitated or colloidal silica, orphosphates. Organic substances are, for example, sugar, cellulose,foodstuffs and feeds such as milk powder, animal meal, grain meals andshreds, starches.

Suitable auxiliaries are preservatives, antioxidants, and/or colorantswhich have been mentioned above.

Other suitable auxiliaries are lubricants and glidants such as magnesiumstearate, stearic acid, talc, bentonites, disintegration-promotingsubstances such as starch or crosslinked polyvinylpyrrolidone, binderssuch as starch, gelatin or linear polyvinylpyrrolidone, and dry binderssuch as microcrystalline cellulose.

In general, “parasiticidally effective amount” means the amount ofactive ingredient needed to achieve an observable effect on growth,including the effects of necrosis, death, retardation, prevention, andremoval, destruction, or otherwise diminishing the occurrence andactivity of the target organism. The parasiticidally effective amountcan vary for the various compounds/compositions used in the invention. Aparasiticidally effective amount of the compositions will also varyaccording to the prevailing conditions such as desired parasiticidaleffect and duration, target species, mode of application, and the like.

The compositions which can be used in the invention can comprisegenerally from about 0.001 to 95% of the compound of formulae I or II.

Generally, it is favorable to apply the compounds of formulae I or II intotal amounts of 0.5 mg/kg to 100 mg/kg per day, preferably 1 mg/kg to50 mg/kg per day.

Ready-to-use preparations contain the compounds acting againstparasites, preferably ectoparasites, in concentrations of 10 ppm to 80percent by weight, preferably from 0.1 to 65 percent by weight, morepreferably from 1 to 50 percent by weight, most preferably from 5 to 40percent by weight.

Preparations which are diluted before use contain the compounds actingagainst ectoparasites in concentrations of 0.5 to 90 percent by weight,preferably of 1 to 50 percent by weight.

Furthermore, the preparations comprise the compounds of formulae I or IIagainst endoparasites in concentrations of 10 ppm to 2 percent byweight, preferably of 0.05 to 0.9 percent by weight, very particularlypreferably of 0.005 to 0.25 percent by weight.

In a preferred embodiment of the present invention, the compositionscomprising the compounds of formulae I or II are applieddermally/topically.

In a further preferred embodiment, the topical application is conductedin the form of compound-containing shaped articles such as collars,medallions, ear tags, bands for fixing at body parts, and adhesivestrips and foils.

Generally, it is favorable to apply solid formulations which releasecompounds of formulae I or II in total amounts of 10 mg/kg to 300 mg/kg,preferably 20 mg/kg to 200 mg/kg, most preferably 25 mg/kg to 160 mg/kgbody weight of the treated animal in the course of three weeks.

For the preparation of the shaped articles, thermoplastic and flexibleplastics as well as elastomers and thermoplastic elastomers are used.Suitable plastics and elastomers are polyvinyl resins, polyurethane,polyacrylate, epoxy resins, cellulose, cellulose derivatives, polyamidesand polyester which are sufficiently compatible with the compounds offormulae I or II. A detailed list of plastics and elastomers as well aspreparation procedures for the shaped articles is given e.g. in WO03/086075.

Compositions to be used according to this invention may also containother active ingredients, for example other pesticides, insecticides,herbicides, fungicides, other pesticides, or bactericides, fertilizerssuch as ammonium nitrate, urea, potash, and super-phosphate,phytotoxicants and plant growth regulators, safeners and nematicides.These additional ingredients may be used sequentially or in combinationwith the above-described compositions, if appropriate also added onlyimmediately prior to use (tank mix). For example, the plant(s) may besprayed with a composition of this invention either before or afterbeing treated with other active ingredients.

These agents can be admixed with the agents used according to theinvention in a weight ratio of 1:10 to 10:1. Mixing the compounds offormulae I or II or the compositions comprising them in the use form aspesticides with other pesticides frequently results in a broaderpesticidal spectrum of action.

The following list M of pesticides together with which the compoundsformulae I or II the invention can be used and with which potentialsynergistic effects might be produced, is intended to illustrate thepossible combinations, but not to impose any limitation:

M.1. Organo(thio)phosphates: acephate, azamethiphos, azinphosethyl,azinphosmethyl, chlorethoxyfos, chlorfenvinphos, chlormephos,chlorpyrifos, chlorpyrifosmethyl, coumaphos, cyanophos,demeton-S-methyl, diazinon, dichlorvos/DDVP, dicrotophos, dimethoate,dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur,fenamiphos, fenitrothion, fenthion, flupyrazophos, fosthiazate,heptenophos, isoxathion, malathion, mecarbam, methamidophos,methidathion, mevinphos, monocrotophos, naled, omethoate,oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate,phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos,propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos,sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos,thiometon, triazophos, trichlorfon, vamidothion;M.2. Carbamates: aldicarb, alanycarb, bendiocarb, benfuracarb,butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan,ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb,methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur,thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb and triazamate;M.3. Pyrethroids: acrinathrin, allethrin, d-cis-trans allethrin, d-transallethrin, bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl,bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin,lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin,beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin,deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin,fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox,imiprothrin, metofluthrin, permethrin, phenothrin, prallethrin,profluthrin, pyrethrin (pyrethrum), resmethrin, silafluofen, tefluthrin,tetramethrin, tralomethrin and transfluthrin;M.4. Juvenile hormone mimics: hydroprene, kinoprene, methoprene,fenoxycarb and pyriproxyfen;M.5. Nicotinic receptor agonists/antagonists compounds: acetamiprid,bensultap, cartap hydrochloride, clothianidin, dinotefuran,imidacloprid, thiamethoxam, nitenpyram, nicotine, spinosad (allostericagonist), spinetoram (allosteric agonist), thiacloprid, thiocyclam,thiosultap-sodium and AKD1022.M.6. GABA gated chloride channel antagonist compounds: chlordane,endosulfan, gamma-HCH (lindane); ethiprole, fipronil, pyrafluprole andpyriprole;M.7. Chloride channel activators: abamectin, emamectin benzoate,milbemectin pimectin;M.8. METI I compounds: fenazaquin, fenpyroximate, pyrimidifen,pyridaben, tebufenpyrad, tolfenpyrad, flufenerim, rotenone;M.9. MET I II and II compounds: acequinocyl, fluacyprim, hydramethylnon;M.10. Uncouplers of oxidative phosphorylation: chlorfenapyr, DNOC;M.11. Inhibitors of oxidative phosphorylation: azocyclotin, cyhexatin,diafenthiuron, fenbutatin oxide, propargite, tetradifon;M.12. Moulting disruptors: cyromazine, chromafenozide, halofenozide,methoxyfenozide, tebufenozide;M.13. Synergists: piperonyl butoxide, tribufos;M.14. Sodium channel blocker compounds: indoxacarb, metaflumizone;M.15. Fumigants: methyl bromide, chloropicrin sulfuryl fluoride;M.16. Selective feeding blockers: crylotie, pymetrozine, flonicamid;M.17. Mite growth inhibitors: clofentezine, hexythiazox, etoxazole;M.18. Chitin synthesis inhibitors: buprofezin, bistrifluoron,chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron,hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron,triflumuron;M.19. Lipid biosynthesis inhibitors: spirodiclofen, spiromesifen,spirotetramat;M.20. Octapaminergic agonists: amitraz;M.21. Ryanodine receptor modulators: flubendiamide and (R)- and(S)-3-Chlor-N1-{2-methyl-4-[1,2,2,2-tetrafluor-1-(trifluormethyl)ethyl]phenyl}-N2-(1-methyl-2-methylsulfonylethyl)phthalamid(M21.1);M.22. Various: aluminium phosphide, amidoflumet, benclothiaz,benzoximate, bifenazate, borax, bromopropylate, cyanide, cyenopyrafen,cyflumetofen, chinomethionate, dicofol, fluoroacetate, phosphine,pyridalyl, pyrifluquinazon, sulfur, organic sulfur compounds, tartaremetic, sulfoxaflor,4-But-2-ynyloxy-6-(3,5-dimethylpiperidin-1-yl)-2-fluoro-pyrimidine(M22.1),3-Benzoylamino-N-[2,6-dimethyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)-phenyl]-2-fluoro-benzamide(M22.2),4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-N-pyridin-2-ylmethyl-benzamide(M22.3),4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydroisoxazol-3-yl]-2-methyl-N-(2,2,2-trifluoro-ethyl)-benzamide(M22.4),4-[5-(3,5-Dichlorophenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-N-thiazol-2-ylmethyl-benzamide(M22.5),4-[5-(3,5-Dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-N-(tetrahydro-furan-2-ylmethyl)-benzamide(M22.6),4-{[(6-Bromopyrid-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-on(M22.7),4-{[(6-Fluoropyrid-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-on(M22.8),4-{[(2-Chloro1,3-thiazolo-5-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-on(M22.9),4-{[(6-Chloropyrid-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-on(M22.10),4-{[(6-Chloropyrid-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-on(M22.11),4-{[(6-Chloro-5-fluoropyrid-3-yl)methyl](methyl)amino}furan-2(5H)-on(M22.12),4-{[(5,6-Dichloropyrid-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-on(M22.13),4-{[(6-Chloro-5-fluoropyrid-3-yl)methyl](cyclopropyl)amino}furan-2(5H)-on(M22.14),4-{[(6-Chloropyrid-3-yl)methyl](cyclopropyl)amino}furan-2(5H)-on(M22.15), 4-{[(6-Chloropyrid-3-yl)methyl](methyl)amino}furan-2(5H)-on(M22.16), Cyclopropaneacetic acid,1,1′-[(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-4-[[(2-cyclopropylacetyl)oxy]methyl]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-12-hydroxy-4,6a,12b-trimethyl-11-oxo-9-(3-pyridinyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-3,6-diyl]ester(M22.17),8-(2-Cyclopropylmethoxy-4-methyl-phenoxy)-3-(6-methyl-pyridazin-3-yl)-3-azabicyclo[3.2.1]octane(M22.18),M.23.N—R′-2,2-dihalo-1-R″cyclo-propanecarboxamide-2-(2,6-dichloro-α,α,α-tri-fluoro-p-tolyl)hydrazoneorN—R′-2,2-di(R′″)propionamide-2-(2,6-dichloro-α,α,α-trifluoro-p-tolyl)-hydrazone,wherein R′ is methyl or ethyl, halo is chloro or bromo, R″ is hydrogenor methyl and R′″ is methyl or ethyl;M.24. Anthranilamides: chloranthraniliprole, cyantraniliprole,5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid[4-cyano-2-(1-cyclopropyl-ethylcarbamoyl)-6-methyl-phenyl]-amide(M24.1), 5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid[2-chloro-4-cyano-6-(1-cyclopropyl-ethylcarbamoyl)-phenyl]-amide(M24.2), 5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid[2-bromo-4-cyano-6-(1-cyclopropyl-ethylcarbamoyl)-phenyl]-amide (M24.3),5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid[2-bromo-4-chloro-6-(1-cyclopropyl-ethylcarbamoyl)-phenyl]-amide(M24.4), 5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid[2,4-dichloro-6-(1-cyclopropyl-ethylcarbamoyl)-phenyl]-amide (M24.5),5-Bromo-2-(3-chloro-pyridin-2-yl)-2H-pyrazole-3-carboxylic acid[4-chloro-2-(1-cyclopropyl-ethylcarbamoyl)-6-methyl-phenyl]-amide(M24.6);M.25. Malononitrile compounds: CF₂HCF₂CF₂CF₂CH₂C(CN)₂CH₂CH₂CF₃,(2-(2,2,3,3,4,4,5,5-octafluoropentyl)-2-(3,3,3-trifluoro-propyl)malononitrile),CF₂HCF₂CF₂CF₂CH₂C(CN)₂CH₂CH₂CF₂CF₃(2-(2,2,3,3,4,4,5,5-octafluoropentyl)-2-(3,3,4,4,4-pentafluorobutyl)-malonodinitrile);Bacillus thuringiensis subsp. Aizawai, Bacillus thuringiensis subsp.Kurstaki, Bacillus thuringiensis subsp. Tenebrionis;

The commercially available compounds of the group M may be found in ThePesticide Manual, 13th Edition, British Crop Protection Council (2003)among other publications.

Thioamides of formula M6.1 and their preparation have been described inWO 98/28279. Lepimectin is known from Agro Project, PJB PublicationsLtd, November 2004. Benclothiaz and its preparation have been describedin EP-A1 454621. Methidathion and Paraoxon and their preparation havebeen described in Farm Chemicals Handbook, Volume 88, Meister PublishingCompany, 2001. Acetoprole and its preparation have been described in WO98/28277. Metaflumizone and its preparation have been described in EP-A1462 456. Flupyrazofos has been described in Pesticide Science 54, 1988,p. 237-243 and in U.S. Pat. No. 4,822,779. Pyrafluprole and itspreparation have been described in JP 2002193709 and in WO 01/00614.Pyriprole and its preparation have been described in WO 98/45274 and inU.S. Pat. No. 6,335,357. Amidoflumet and its preparation have beendescribed in U.S. Pat. No. 6,221,890 and in JP 21010907. Flufenerim andits preparation have been described in WO 03/007717 and in WO 03/007718.AKD 1022 and its preparation have been described in U.S. Pat. No.6,300,348. Chloranthraniliprole has been described in WO 01/70671, WO03/015519 and WO 05/118552. Cyantraniliprole has been described in WO01/70671, WO 04/067528 and WO 05/118552. The anthranilamides M 24.1 to M24.6 have been described in WO 2008/72743 and WO 200872783. Thephthalamide M 21.1 is known from WO 2007/101540. Cyflumetofen and itspreparation have been described in WO 04/080180. The aminoquinazolinonecompound pyrifluquinazon has been described in EP A 109 7932.Sulfoximine sulfoxaflor has been described in WO 2006/060029 and WO2007/149134. The alkynylether compound M22.1 is described e.g. in JP2006131529. Organic sulfur compounds have been described in WO2007060839. The carboxamide compound M 22.2 is known from WO 2007/83394.The oxazoline compounds M 22.3 to M 22.6 have been described in WO2007/074789. The furanon compounds M 22.7 to M 22.16 have been describedeg. in WO 2007/115644. The pyripyropene derivative M 22.17 has beendescribed in WO 2008/66153 and WO 2008/108491. The pyridazin compound M22.18 has been described in JP 2008/115155. The malononitrile compoundshave been described in WO 02/089579, WO 02/090320, WO 02/090321, WO04/006677, WO 05/068423, WO 05/068432 and WO 05/063694.

Fungicidal mixing partners are in particular those selected from thegroup consisting of

acylalanines such as benalaxyl, metalaxyl, ofurace, oxadixyl,amine derivatives such as aldimorph, dodine, dodemorph, fenpropimorph,fenpropidin, guazatine, iminoctadine, spiroxamin, tridemorph,anilinopyrimidines such as pyrimethanil, mepanipyrim or cyrodinyl,antibiotics such as cycloheximid, griseofulvin, kasugamycin, natamycin,polyoxin or streptomycin,azoles such as bitertanol, bromoconazole, cyproconazole, difenoconazole,diniconazole, epoxiconazole, fenbuconazole, fluquinconazole,flusilazole, hexaconazole, imazalil, metconazole, myclobutanil,penconazole, propiconazole, prochloraz, prothioconazole, tebuconazole,triadimefon, triadimenol, triflumizol, triticonazole, flutriafol,dicarboximides such as iprodion, myclozolin, procymidon, vinclozolin,dithiocarbamates such as ferbam, nabam, maneb, mancozeb, metam, metiram,propineb, polycarbamate, thiram, ziram, zineb,heterocyclic compounds such as anilazine, benomyl, boscalid, carbendazimcarboxin oxycarboxin, cyazofamid, dazomet, dithianon, famoxadon,fenamidon, fenarimol, fuberidazole, flutolanil, furametpyr,isoprothiolane, mepronil, nuarimol, probenazole, proquinazid, pyrifenox,pyroquilon, quinoxyfen, silthiofam, thiabendazole, thifluzamid,thiophanate-methyl, tiadinil, tricyclazole, triforine,copper fungicides such as Bordeaux mixture, copper acetate, copperoxychloride, basic copper sulfate,nitrophenyl derivatives such as binapacryl, dinocap, dinobuton,nitrophthalisopropyl,phenylpyrroles such as fenpiclonil or fludioxonil,sulfur,other fungicides such as acibenzolar-S-methyl, benthiavalicarb,carpropamid, chlorothalonil, cyflufenamid, cymoxanil, diclomezin,diclocymet, diethofencarb, edifenphos, ethaboxam, fenhexamid,fentin-acetate, fenoxanil, ferimzone, fluazinam, fosetyl,fosetyl-aluminum, iprovalicarb, hexachlorobenzene, metrafenon,pencycuron, propamocarb, phthalide, toloclofos-methyl, quintozene,zoxamid,strobilurins such as azoxystrobin, dimoxystrobin, fluoxastrobin,kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin ortrifloxystrobin,sulfenic acid derivatives such as captafol, captan, dichlofluanid,folpet, tolylfluanid cinnemamides and analogs such as dimethomorph,flumetover or flumorph.

The invertebrate pest, i.e. arthropodes and nematodes, the plant, soilor water in which the plant is growing can be contacted with thecompound(s) of formulae I or II or composition(s) containing them by anyapplication method known in the art. As such, “contacting” includes bothdirect contact (applying the compounds/compositions directly on theinvertebrate pest or plant—typically to the foliage, stem or roots ofthe plant) and indirect contact (applying the compounds/compositions tothe locus of the invertebrate pest or plant).

Moreover, invertebrate pests may be controlled by contacting the targetpest, its food supply, habitat, breeding ground or its locus with, apesticidally effective amount of compounds of formulae I or II a salt oran N-oxide thereof. As such, the application may be carried out beforeor after the infection of the locus, growing crops, or harvested cropsby the pest.

“Locus” means a habitat, breeding ground, cultivated plants, plantpropagation material (such as seed), soil, area, material or environmentin which a pest or parasite is growing or may grow.

In general “pesticidally effective amount” means the amount of activeingredient needed to achieve an observable effect on growth, includingthe effects of necrosis, death, retardation, prevention, and removal,destruction, or otherwise diminishing the occurrence and activity of thetarget organism. The pesticidally effective amount can vary or thevarious compounds/compositions used in the invention. A pesticidallyeffective amount of the compositions will also vary according to theprevailing conditions such as desired pesticidal effect and duration,weather, target species, locus, mode of application, and the like.

The compounds of formulae I or II, their salts and the N-oxide thereofand the compositions comprising said compounds can be used forprotecting wooden materials such as trees, board fences, sleepers, etc.and buildings such as houses, outhouses, factories, but alsoconstruction materials, furniture, leathers, fibers, vinyl articles,electric wires and cables etc. from ants and/or termites, and forcontrolling ants and termites from doing harm to crops or human being(e.g. when the pests invade into houses and public facilities). Thecompounds of are applied not only to the surrounding soil surface orinto the under-floor soil in order to protect wooden materials but itcan also be applied to lumbered articles such as surfaces of theunder-floor concrete, alcove posts, beams, plywood, furniture, etc.,wooden articles such as particle boards, half boards, etc. and vinylarticles such as coated electric wires, vinyl sheets, heat insulatingmaterial such as styrene foams, etc. In case of application against antsdoing harm to crops or human beings, the ant controller of the presentinvention is applied to the crops or the surrounding soil, or isdirectly applied to the nest of ants or the like.

The compounds of formulae I and II, their salts and the N-oxide thereofcan also be applied preventively to places at which occurrence of thepests is expected.

The compounds of formulae I to II, their salts and the N-oxide thereofmay also be used to protect growing plants from attack or infestation bypests by contacting the plant with a pesticidally effective amount ofcompounds of formula I or II, a salt or an N-oxide thereof. As such,“contacting” includes both direct contact (applying thecompounds/compositions directly on the pest and/or plant—typically tothe foliage, stem or roots of the plant) and indirect contact (applyingthe compounds/compositions to the locus of the pest and/or plant).

In the case of soil treatment or of application to the pests dwellingplace or nest, the quantity of active ingredient ranges from 0.0001 to500 g per 100 m², preferably from 0.001 to 20 g per 100 m².

Customary application rates in the protection of materials are, forexample, from 0.01 g to 1000 g of active compound per m² treatedmaterial, desirably from 0.1 g to 50 g per m².

Insecticidal compositions for use in the impregnation of materialstypically contain from 0.001 to 95% by weight, preferably from 0.1 to45% by weight, and more preferably from 1 to 25% by weight of at leastone repellent and/or insecticide. For use in bait compositions, thetypical content of active ingredients is from 0.001% by weight to 15% byweight, desirably from 0.001% by weight to 5% by weight of activecompound.

For use in spray compositions, the content of active ingredient is from0.001 to 80% by weight, preferably from 0.01 to 50% by weight and mostpreferably from 0.01 to 15% by weight.

For use in treating crop plants, the rate of application of the activeingredients of this invention may be in the range of 0.1 g to 4000 g perhectare, desirably from 25 g to 600 g per hectare, more desirably from50 g to 500 g per hectare.

In the treatment of seed, the application rates of the activeingredients are generally from 0.1 g to 10 kg per 100 kg of seed,preferably from 1 g to 5 kg per 100 kg of seed, in particular from 1 gto 200 g per 100 kg of seed.

The present invention is now illustrated in further detail by thefollowing examples.

I. Preparation Examples

The procedures described in the following preparation examples were usedto prepare further compounds of formulae I and II by appropriatemodification of the starting material. The resulting compounds, togetherwith physical data, are listed in the table B below.

Products were characterized by HPLC (High Performance LiquidChromatography Mass Spectrometry). HPLC was carried out using ananalytic RP-18 column (Chromolith Speed ROD from Merck KgaA, Germany)which was operated at 40° C. Acetonitrile with 0.1% by volume of atrifluoroacetic acid/water mixture and 0.1% by volume of trifluoroaceticacid served as mobile phase; flow rate: 1.8 ml/min and injection volume:2 μl. Mass spectrometry can be carried out using a Quadrupol massspectrometer with electrospray ionization at 80V in the positive mode.

Example 1 5-Methyl-1-(2,2,2-trifluoroethyl)-1H-pyrazole-4-carboxylicacid pyridazin-4-ylamide 1.15-Methyl-1-(2,2,2-trifluoroethyl)-1H-pyrazole-4-carboxylic acid

18.6 g (100 mmol) of ethyl 2-[1-ethoxy-methylidene]-3-oxo-butyrate werestirred in 110 mL of a 1N aqueous sodium hydroxide solution at 0° C.After 30 minutes 24.5 g (150 mmol) of 2,2,2-trifluoroethylhydrazine (70%aqueous solution) were added dropwise and stirring was continued for 30minutes. Then 100 mL of 2N hydrochloric acid were added at 0° C. and thereaction mixture was allowed to warm to 22° C. The aqueous mixture wasextracted with dichloromethane and the combined organic phases weredried over magnesium sulfate. After evaporation of the solvent 16.8 g ofcrude ethyl 5-methyl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazole-4-carboxylatewas obtained. The crude product was used in the next step withoutpurification. The ester was treated with potassium hydroxide (59.8 g,106.7 mmol) in water at 60° C. Stirring was continued for 2 hours before13 g (113.7 mmol) of concentrated hydrochlorid acid was added dropwise.After stirring for one hour at 0° C. a precipitate was isolated byfiltration, which was washed twice with cold water. The material was thedried at 50° C. i. vac. Thus, 8.67 g (59%)5-methyl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazole-4-carboxylic acid wasobtained as a single isomer.

1.2 5-Methyl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazole-4-carboxylic acidpyridazin-4-ylamide

800 mg (3.9 mmol) of5-methyl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazole-4-carboxylic acid weresuspended in 8 mL of toluene and two drops of dimethylformamide wereadded to the mixture. 0.42 mL of thionylchloride (5.8 mmol) were addedat 65° C. to the reaction mixture and stirring was continued at thistemperature for four hours. After removal of the solvent, toluene wasadded and the evaporation was repeated. The obtained material was thendissolved in 2 mL of dichloromethane and the solution was added dropwiseto a solution containing 309 mg (3.25 mmol) of 4-aminopyridazine, 2.0 g(6.5 mmol) polymerbound diisopropyl ethyl amine (PL-DIPAM resin, PolymerLaboratories) in 16 mL dichloromethane. The mixture was agitated for 16h at 22° C. Then, the polymer was removed by filtration and washed witha mixture of dichloromethane/methanol (1:1). The solution that wasobtained after washing contained 662 mg (59%)5-methyl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazole-4-carboxylic acidpyridazin-4-ylamide as a colorless solid which did not need furtherpurification.

Compounds of the formula I and the salts or N-oxides thereof, wherein T,U and W are CH, V is N and X¹ is O are hereinafter referred to ascompounds I′.Aa.

Compounds of formula I′.Aa, which were prepared according to the abovementioned method, together with their physico-chemical data are compiledin table B below (Examples 1 to 31). R¹ and A in each case have themeanings given in the corresponding line of table B.

TABLE B Compounds of formula I′.Aa prepared according to theabove-mentioned method physico- chemical physico- data: chemical Exam-r.t. data: ple R¹ A [min] m/z*⁾ 1 H 5-methyl-1-(2,2,2- 1.655 285trifluoroethyl)pyrazol-4-yl 2 H 5-difluoromethyl-1- 1.588 253methylpyrazol-4-yl 3 H 1-(4-nitrophenyl)-5- 2.408 378(trifluoromethyl)pyrazol-4-yl 4 H 1-(4-fluorophenyl)-5- 2.048 297methylpyrazol-4-yl 5 H 1-(2,2,2-trifluoroethyl)-5- 2.307 339(trifluoromethyl)pyrazol-4-yl 6 H 1,5-diethylpyrazol-4-yl 1.669 245 7 H1-methyl-3- 1.753 271 (trifluoromethyl)pyrazol-4-yl 8 H 1-ethyl-5- 1.847285 (trifluoromethyl)pyrazol-4-yl 9 CH₃ 1-(2,2,2-trifluoroethyl)-5-2.065 353 (trifluoromethyl)pyrazol-4-yl 10 H5-trifluoromethyl-1H-pyrazol-4- 1.428 313 yl 11 H1-(4-trifluoromethylphenyl)-5- 2.757 401 (trifluoromethyl)pyrazol-4-yl12 CH₃ 1-(4-nitrophenyl)-5- 2.360 392 (trifluoromethyl)pyrazol-4-yl 13 H5-difluoromethyl-1-(4- 2.291 360 nitrophenyl)pyrazol-4-yl 14 H1-(4-methoxyphenyl)-5- 2.354 363 (trifluoromethyl)pyrazol-4-yl 15 H1-(4-fluorophenyl)-5- 2.363 351 (trifluoromethyl)pyrazol-4-yl 16 H1-methylpyrazol-4-yl 1.026 203 17 H 1-ethylpyrazol-4-yl 1.274 217 18 H1-(2,2-difluoroethyl)pyrazol-4- 1.246 253 yl 19 H1-(2,2,2-trifluoroethyl)pyrazol- 1.457 271 4-yl 20 H1-(2,4-dichlorophenyl)-5- 2.852 401 (trifluoromethyl)pyrazol-4-yl 21 H1-(4-chlorophenyl)-5- 2.585 367 (trifluoromethyl)pyrazol-4-yl 22 H1,5-di(difluoromethyl)pyrazol- 1.840 289 4-yl 23 H1-(2,4-difluorophenyl)-5- 2.510 369 (trifluoromethyl)pyrazol-4-yl 24 H5-ethyl-1-(4- 2.193 338 nitrophenyl)pyrazol-4-yl 25 H1-(difluoromethyl)pyrazol-4-yl 1.182 239 26 H 1-difluoromethyl-5- 1.980307 (trifluoromethyl)pyrazol-4-yl 27 CH₃ 5-difluoromethyl-1-(2,2,2-2.153 335 trifluoroethyl)pyrazol-4-yl 28 CH₃ 5-methyl-1-(2,2,2- 1.708299.25 trifluoroethyl)pyrazol-4-yl 29 H 1-methyl-3- 1.506 253(difluoromethyl)pyrazol-4-yl 30 H 1-(trifluoromethyl)pyrazol-4-yl 1.663257 31 H 1-(2-methylpropyl)pyrazol-4-yl 1.905 245 r.t. = HPLC retentiontime *⁾m/z of the [M]⁺ peaks

Compounds of formula I′.A, which were prepared according to the abovementioned method, together with their physico-chemical data are compiledin table C below (Examples 32 to 277). R¹R^(t), R^(v) and R^(w) and A ineach case have the meanings given in the corresponding line of table C.

TABLE C Compounds of formula I′.A prepared according to theabove-mentioned method physico- chemical data: r.t. [min]/ Ex. # R¹ AR^(t) R^(u) R^(w) m/z*⁾ 32 H 5-difluoromethyl-1-(2,2,2- H H H 2.075/trifluoroethyl)pyrazol-4-yl 321 33 methyl3-difluoromethyl-1-methylpyrazol-4-yl H H H 1.386/ 267 34 H5-dichloromethyl-1-(2,2,2- H H H 2.402/ trifluoroethyl)-pyrazol-4-yl 35335 H 1-methyl-5-(trifluoromethyl)pyrazol-4- H H H 1.757/ yl 271 36 H5-bromo-1-(2,2,2-trifluoroethyl)- H H H 1.979/ pyrazol-4-yl 351 37 H5-pentafluoroethyl-1-(2,2,2- H H H 2.468/ trifluoroethyl)-pyrazol-4-yl389 38 H 5-ethoxymethyl-1-(2,2,2-trifluoroethyl)- H H H 2.162/pyrazol-4-yl 329 39 H 1-methyl-5-methylpyrazol-4-yl H H H 1.331/ 217 40H 1-(4-trifluoromethoxyphenyl)-5- H H H 2.976/(trifluoromethyl)pyrazol-4-yl 417 41 H 1-(4-methanesulfonylphenyl)-5- HH H 2.053/ (trifluoromethyl)pyrazol-4-yl 411 42 H1-(p-tolyl)-5-(trifluoromethyl)pyrazol-4-yl H H H 2.651/ 347 43 H1-phenyl-5-(trifluoromethyl)pyrazol-4-yl H H H 2.438/ 333 44 H1-(6-chloropyrid-2-yl)-5- H H H 2.511/ (trifluoromethyl)pyrazol-4-yl 36845 H 1-(5-chloropyrid-2-yl)-5- H H H 2.564/(trifluoromethyl)pyrazol-4-yl 368 46 methyl1-methyl-5-(trifluoromethyl)pyrazol-4-yl H H H 1.745/ 285 47 methyl1-methyl-5-methylpyrazol-4-yl H H H 1.246/ 231 48 methyl1-(4-trifluoromethoxyphenyl)-5- H H H 3.040/(trifluoromethyl)pyrazol-4-yl 431 49 methyl1-(4-methanesulfonylphenyl)-5- H H H 2.082/(trifluoromethyl)pyrazol-4-yl 425 50 methyl1-(p-tolyl)-5-(trifluoromethyl)pyrazol-4-yl H H H 2.702/ 361 51 methyl1-(3,5-dichlorophenyl)-5- H H H 3.102/ (trifluoromethyl)pyrazol-4-yl 41552 methyl 1-phenyl-5-(trifluoromethyl)pyrazol-4-yl H H H 2.457/ 347 53methyl 1-(5-chloropyrid-2-yl)-5- H H H 2.691/(trifluoromethyl)pyrazol-4-yl 382 54 methyl 1-(6-chloropyrid-2-yl)-5- HH H 2.645/ (trifluoromethyl)pyrazol-4-yl 382 55 methyl5-(trifluoromethyl)pyrazol-4-yl H H H 1.509/ 271 56 methyl1-difluoromethyl-5- H H H 1.718/ (difluoromethyl)pyrazol-4-yl 303 57 H5-dimethylcarbamoyl-1-(2,2,2- H H H 1.608/ trifluoroethyl)pyrazol-4-yl342 58 H 5-(methylphenylcarbamoyl)-1-(2,2,2- H H H 2.218/trifluoroethyl)pyrazol-4-yl 404 59 H 5-methoxymethyl-1-(2,2,2- H H H1.815/ trifluoroethyl)pyrazol-4-yl 315 60 methyl5-(benzylmethylcarbamoyl)-1-(2,2,2- H H H 2.443/trifluoroethyl)pyrazol-4-yl 432 61 methyl 5-methoxymethyl-1-(2,2,2- H HH 1.751/ trifluoroethyl)pyrazol-4-yl 329 62 H5-(benzylmethylcarbamoyl)-1-(2,2,2- H H H 2.416/trifluoroethyl)pyrazol-4-yl 418 63 H 5-(ethylmethylcarbamoyl)-1-(2,2,2-H H H 1.813/ trifluoroethyl)pyrazol-4-yl 356 64 ethyl5-difluoromethyl-1-(2,2,2- H H H 2.305/ trifluoroethyl)pyrazol-4-yl 34965 ethyl 5-methyl-1-(2,2,2- H H H 1.874/ trifluoroethyl)pyrazol-4-yl 31366 H 5-difluoromethyl-1-(2,2,2- Cl H Cl 2.813/trifluoroethyl)pyrazol-4-yl 389 67 propyl 5-difluoromethyl-1-(2,2,2- H HH 2.465/ trifluoroethyl)pyrazol-4-yl 363 68 propyl 5-methyl-1-(2,2,2- HH H 2.090/ trifluoroethyl)pyrazol-4-yl 327 69 H 5-chloro-1-(2,2,2- H H H1.830/ trifluoroethyl)pyrazol-4-yl 305 70 methyl 5-chloro-1-(2,2,2- H HH 1.781/ trifluoroethyl)pyrazol-4-yl 319 71 methyl5-difluoromethyl-1-(pyrid-2-yl)pyrazol-4-yl H H H 2.011/ 330 72 H5-difluoromethyl-1-(pyrid-2-yl)pyrazol-4-yl H H H 1.922/ 316 73 H1-(pyrid-2-yl)pyrazol-4-yl H H H 1.847/ 266 74 methyl1-(pyrid-2-yl)pyrazol-4-yl H H H 1.757/ 280 75 H1-(pyrazin-2-yl)-5-(trifluoro- H H H 2.168/ methyl)pyrazol-4-yl 335 76methyl 1-(pyrazin-2-yl)-5- H H H 2.151/ (trifluoromethyl)pyrazol-4-yl349 77 isopropyl 5-difluoromethyl-1-(2,2,2- H H H 2.484/trifluoroethyl)pyrazol-4-yl 363 78 methyl5-iodo-1-(2,2,2-trifluoroethyl)pyrazol-4-yl H H H 1.908/ 411 79 H5-iodo-1-(2,2,2-trifluoroethyl)pyrazol-4-yl H H H 1.949/ 397 80isopropyl 5-methyl-1-(2,2,2- H H H 2.083/ trifluoroethyl)pyrazol-4-yl327 81 H 5-difluoromethyl-1-(2,2,2- Cl Cl H 3.021/trifluoroethyl)pyrazol-4-yl 389 82 H 5-difluoromethyl-1-(thiophen-3- H HH 2.176/ yl)pyrazol-4-yl 321 83 methyl 5-difluoromethyl-1-(thiophen-3- HH H 2.099/ yl)pyrazol-4-yl 335 84 H 5-difluoromethyl-1-(2,2,2- Br H H2.632/ trifluoroethyl)pyrazol-4-yl 401 85 H 5-methyl-1-(2,2,2- Br H H2.249/ trifluoroethyl)pyrazol-4-yl 365 86 H 5-methyl-1-(2,2,2- Cl H Cl2.676/ trifluoroethyl)pyrazol-4-yl 353 87 H5-difluoromethyl-1-(4-methyl-4H- H H H 1.282/[1,2,4]triazol-3-yl)pyrazol-4-yl 320 88 2,2-di-5-difluoromethyl-1-(2,2,2- H H H 2.495/ fluoroethyltrifluoroethyl)pyrazol-4-yl 385 89 2,2-di- 5-methyl-1-(2,2,2- H H H2.064/ fluoroethyl trifluoroethyl)pyrazol-4-yl 349 90 cyclopro-5-difluoromethyl-1-(2,2,2- H H H 2.614/ pylmethyltrifluoroethyl)pyrazol-4-yl 375 91 cyclopro- 5-methyl-1-(2,2,2- H H H2.210/ pylmethyl- trifluoroethyl)pyrazol-4-yl 339 92 2-dimethyl-5-methyl-1-(2,2,2- H H H 1.195/ aminoethyl trifluoroethyl)pyrazol-4-yl356 93 methoxy- 5-difluoromethyl-1-(2,2,2- H H H 2.336/ carbonyl-trifluoroethyl)pyrazol-4-yl 393 methyl 94 methoxy- 5-methyl-1-(2,2,2- HH H 1.905/ carbonyl- trifluoroethyl)pyrazol-4-yl 357 methyl 95 methyl5-difluoromethyl-1-(pyrazin-2- H H H 1.785/ yl)pyrazol-4-yl 331 96 H5-methyl-1-(pyrazin-2-yl)pyrazol-4-yl H H H 1.754/ 317 97 methyl1-(3-nitropyrid-2-yl)-5-(tri- H H H 2.192/ fluoromethyl)pyrazol-4-yl 39398 H 1-(6-methyl-5-nitropyrid-2-yl)-5- H H H 2.250/(trifluoromethyl)pyrazol-4-yl 393 99 methyl1-(6-methyl-5-nitropyrid-2-yl)-5- H H H 2.812/(trifluoromethyl)pyrazol-4-yl 407 100 H 5-methylthio-1-(2,2,2- H H H2.025/ trifluoroethyl)pyrazol-4-yl 317 101 H 5-methanesulfonyl-1-(2,2,2-H H H 1.876/ trifluoroethyl)pyrazol-4-yl 349 102 methyl5-methanesulfonyl-1-(2,2,2- H H H 1.985/ trifluoroethyl)pyrazol-4-yl 363103 methyl 5-methylthio-1-(2,2,2- H H H 1.915/trifluoroethyl)pyrazol-4-yl 331 104 H 5-methyl-1-(2,2,2- H H Br 2.356/trifluoroethyl)pyrazol-4-yl 365 105 methyl 5-pentafluoroethyl-1-(2,2,2-H H H 2.490/ trifluoroethyl)pyrazol-4-yl 403 106 H5-difluoromethyl-1-(2,2,2- H H O 2.093/ trifluoroethyl)pyrazol-4-yl Me351 107 2-dimethyl- 5-difluoromethyl-1-(2,2,2- H H H 1.757/ aminoethyltrifluoroethyl)pyrazol-4-yl 392 108 methyl5-difluoromethyl-1-(5-isopropyl-4- H H H 1.788/methyl-4H-[1,2,4]triazol-3-yl)pyrazol-4-yl 376 109 methyl5-difluoromethyl-1-(5-cyclopropyl-4- H H H 1.703/methyl-4H-[1,2,4]triazol-3-yl)pyrazol-4-yl 374 110 2-fluoro-5-difluoromethyl-1-(2,2,2- H H H 2.361/ ethyltrifluoroethyl)pyrazol-4-yl 367 111 H 5-difluoromethyl-1-(2,2,2- H H Br2.777/ trifluoroethyl) pyrazol-4-yl 401 112 cyclopropyl5-difluoromethyl-1-(2,2,2- H H H 2.252/ trifluoroethy|)pyrazol-4-yl 361113 cyclopropyl 5-methyl-1-(2,2,2- H H H 1.904/trifluoroethyl)pyrazol-4-yl 325 114 H 5-difluoromethyl-1-(5-isopropyl-4-H H H 1.820/ methyl-4H-[1,2,4]triazol-3-yl)pyrazol-4-yl 362 115 H5-methyl-1-(2,2,2- Cl H H 2.106/ trifluoroethyl)pyrazol-4-yl 319 1162,2,2-tri- 5-difluoromethyl-1-(2,2,2- H H H 2.788/ fluoroethyltrifluoroethyl)pyrazol-4-yl 403 117 2,2,2-tri- 5-methyl-1-(2,2,2- H H H2.411/ fluoroethyl trifluoroethyl)pyrazol-4-yl 367 118 2-fluoro-5-methyl-1-(2,2,2- H H H 1.917/ ethyl trifluoroethyl)pyrazol-4-yl 331119 H 5-methyl-1-(3-nitropyrid-2-yl)pyrazol-4-yl H H H 1.769/ 325 120methyl 5-difluoromethyl-1-(pyrimidin-2- H H H 1.609/ yl)pyrazol-4-yl 331121 H 5-difluoromethyl-1-(3-nitropyrid-2- H H H 1.944/ yl)pyrazol-4-yl361 122 methyl 5-difluoromethyl-1-(3-nitropyrid- H H H 1.941/2-yl)pyrazol-4-yl 375 123 H 1-(5-nitropyrid-2-yl)-5- H H H 2.334/(trifluoromethyl)pyrazol-4-yl 379 124 methyl 1-(5-nitropyrid-2-yl)-5- HH H 2.472/ (trifluoromethyl)pyrazol-4-yl 393 125 methyl5-methyl-1-(3-nitropyrid-2-yl)pyrazol-4-yl H H H 1.624/ 339 126carbamoyl- 5-methyl-1-(2,2,2- H H H 1.363/ methyltrifluoroethyl)pyrazol-4-yl 342 127 H5-difluoromethyl-1-(5-cyclopropyl-4- H H H 1.676/methyl-4H-[1,2,4]triazol-3-yl)pyrazol-4-yl 360 128 methyl5-difluoromethyl-1-(4-cyclopropyl-4H- H H H 1.557/[1,2,4]triazol-3-yl)pyrazol-4-yl 360 129 methyl 1-(2-nitrophenyl)-5- H HH 2.428/ (trifluoromethyl)pyrazol-4-yl 392 130 H5-difluoromethyl-1-(pyrimid-2- H H H 1.612/ yl)pyrazol-4-yl 317 131 H5-difluoromethyl-1-(5-methyl- H H H 1.824/[1,3,4]thiadiazol-2-yl)pyrazol-4-yl 337 132 methyl5-difluoromethyl-1-(5-methyl- H H H 1.889/[1,3,4]thiadiazol-2-yl)pyrazol-4-yl 351 133 H5-difluoromethyl-1-(5-nitropyrid-2- H H H 2.181/ yl)pyrazol-4-yl 361 134methyl 5-difluoromethyl-1-(5-nitropyrid-2- H H H 2.356/ yl)pyrazol-4-yl375 135 methyl 5-dimethylcarbamoyl-1-(2,2,2- H H H 1.627/trifluoroethyl)pyrazol-4-yl 356 136 methyl5-(ethylmethylcarbamoyl)-1-(2,2,2- H H H 1.852/trifluoroethyl)pyrazol-4-yl 370 137 methyl5-(methylphenylcarbamoyl)-1-(2,2,2- H H H 2.304/trifluoroethyl)pyrazol-4-yl 418 138 methyl 5-dichloromethyl-1-(2,2,2- HH H 2.255/ trifluoroethyl)pyrazol-4-yl 367 139 H4-ethoxycarbonyl-1-(2,2,2- H H H 2.318/ trifluoroethyl)pyrazol-5-yl 343140 H 4-hydroxycarbonyl-1-(2,2,2- H H H 1.800/trifluoroethyl)pyrazol-5-yl 315 141 H5-difluoromethyl-1-(4,5-dimethyl-4H- H H H 1.399/[1,2,4]triazol-3-yl)pyrazol-4-yl 334 142 H1-(4-cyclopropyl-4H-[1,2,4]triazol-3- H H H 1.586/yl)-5-(difluoromethyl)-pyrazol-4-yl 346 143 methyl5-difluoromethyl-1-methylpyrazol-4-yl H H H 1.513/ 267 144 methyl5-difluoromethyl-1-(4,5-dimethyl-4H- H H H 1.400/[1,2,4]triazol-3-yl)pyrazol-4-yl 348 145 methyl5-difluoromethyl-1-(4-methyl-4H- H H H 1.237/[1,2,4]triazol-3-yl)pyrazol-4-yl 334 146 H1-(4-ethyl-4H-[1,2,4]triazol-3-yl)-5- H H H 1.486/(difluoromethyl)-pyrazol-4-yl 334 147 methyl1-(4-ethyl-4H-[1,2,4]triazol-3-yl)-5- H H H 1.487/(difluoromethyl)-pyrazol-4-yl 348 148 H5-difluoromethyl-1-(4-isopropyl-4H- H H H 1.640/[1,2,4]triazol-3-yl)pyrazol-4-yl 348 149 H5-difluoromethyl-1-(4-phenyl-4H- H H H 1.910/[1,2,4]triazol-3-yl)pyrazol-4-yl 382 150 H5-difluoromethyl-1-(5-ethyl-4-methyl- H H H 1.569/4H-[1,2,4]triazol-3-yl)pyrazol-4-yl 348 151 H5-difluoromethyl-1-(4-methyl-5- H H H 2.006/trifluoromethyl-4H-[1,2,4]triazol-3- 388 yl)pyrazol-4-yl 152 H3-methyl-1-(4-methyl-4H-[1,2,4]triazol- H H H 1.522/ 3-yl)pyrazol-4-yl284 153 H 1-(4,5-dimethyl-4H-[1,2,4]triazol-3-yl)- H H H 1.292/5-methylpyrazol-4-yl 298 154 H 1-(4-methyl-4H-[1,2,4]triazol-3-yl)-5- HH H 1.444/ (trifluoromethyl)pyrazol-4-yl 338 155 H5-methyl-1-(4-methyl-4H-[1,2,4]triazol- H H H 1.170/ 3-yl)pyrazol-4-yl284 156 methyl 5-difluoromethyl-1-(4-isopropyl-4H- H H H 1.633/[1,2,4]triazol-3-yl)pyrazol-4-yl 362 157 methyl5-difluoromethyl-1-(4-phenyl-4H- H H H 1.933/[1,2,4]triazol-3-yl)pyrazol-4-yl 396 158 methyl5-difluoromethyl-1-(4-methyl-5- H H H 2.033/trifluoromethyl-4H-[1,2,4]triazol-3- 402 yl)pyrazol-4-yl 159 methyl3-methyl-1-(4-methyl-4H-[1,2,4]triazol- H H H 1.399/ 3-yl)pyrazol-4-yl298 160 methyl 1-(4-methyl-4H-[1,2,4]triazol-3-yl)-5- H H H 1.467/(trifluoromethyl)pyrazol-4-yl 352 161 methyl 5-methyl-1-(5-methyl-4H- HH H 1.725/ [1,3,4]thiadiazol-2-yl)pyrazol-4-yl 315 162 methyl5-methyl-1-(4-methyl-4H-[1,2,4]triazol- H H H 1.148/ 3-yl)pyrazol-4-yl298 163 methyl 5-(chlorofluoromethyl)-1-(2,2,2- H H H 2.233/trifluoroethyl)pyrazol-4-yl 351 164 methyl5-(1,1-difluoroethyl)-1-(2,2,2- H H H 2.232/ trifluoroethyl)pyrazol-4-yl349 165 methyl 5-(bromodifluoromethyl)-1-(2,2,2- H H H 2.384/trifluoroethyl)pyrazol-4-yl 415 166 H5-cyano-1-(2,2,2-trifluoroethyl)pyrazol-4-yl H H H 1.953/ 296 167 H5-(chlorofluoromethyl)-1-(2,2,2- H H H 2.240/trifluoroethyl)pyrazol-4-yl 337 168 H 5-(1,1-difluoroethyl)-1-(2,2,2- HH H 2.125/ trifluoroethyl)pyrazol-4-yl 335 169 H5-(bromodifluoromethyl)-1-(2,2,2- H H H 2.361/trifluoroethyl)pyrazol-4-yl 401 170 methyl5-(difluorophenylmethyl)-1-(2,2,2- H H H 2.723/trifluoroethyl)pyrazol-4-yl 411 171 H 5-(difluorophenylmethyl)-1-(2,2,2-H H H 2.562/ trifluoroethyl)pyrazol-4-yl 397 172 methyl5-cyano-1-(2,2,2-trifluoroethyl)pyrazol-4-yl H H H 1.919/ 310 173 H1-isobutyl-5-methylpyrazol-4-yl H H H 1.996/ 259 174 methyl1-isobutyl-5-methylpyrazol-4-yl H H H 1.934/ 273 175 ethyl1-isobutyl-5-methylpyrazol-4-yl H H H 2.093/ 287 176 cyclopropyl1-isobutyl-5-methylpyrazol-4-yl H H H 2.162/ 299 177 cyclopro-1-isobutyl-5-methylpyrazol-4-yl H H H 2.381/ pylmethyl 313 178 H1-(2-methoxyethyl)-5-methylpyrazol-4-yl H H H 1.482/ 261 179 methyl1-(2-methoxyethyl)-5-methylpyrazol-4-yl H H H 1.410/ 275 180 H5-difluoromethyl-1-(2- H H H 1.728/ methoxyethyl)pyrazol-4-yl 297 181methyl 5-difluoromethyl-1-(2- H H H 1.642/ methoxyethyl)pyrazol-4-yl 311182 allyl 5-methyl-1-(2,2,2- H H H 1.983/ trifluoroethyl)pyrazol-4-yl325 183 H 1-(3-nitropyrid-2-yl)-5- H H H 2.153/(trifluoromethyl)pyrazol-4-yl 379 184 H 1-(2-nitrophenyl)-5- H H H2.410/ (trifluoromethyl)pyrazol-4-yl 378 185 H5-methyl-1-(5-phenyl-[1,3,4]thiadiazol- H H H 2.634/ 2-yl)pyrazol-4-yl363 186 H 1-(3-nitrophenyl)-5- H H H 2.415/(trifluoromethyl)pyrazol-4-yl 378 187 methyl 1-(3-nitrophenyl)-5- H H H2.508/ (trifluoromethyl)pyrazol-4-yl 392 188 H5-difluoromethyl-1-(pyrid-3-yl)pyrazol-4-yl H H H 1.708/ 316 189 H1-(pyrid-3-yl)-5- H H H 1.805/ (trifluoromethyl)pyrazol-4-yl 334 190methyl 1-(pyrid-3-yl)-5- H H H 1.855/ (trifluoromethyl)pyrazol-4-yl 348191 methyl 5-difluoromethyl-1-(pyrid-3-yl)pyrazol-4-yl H H H 1.612/ 330192 ethyl 1-(4-nitrophenyl)-5- H H H 2.673/(trifluoromethyl)pyrazol-4-yl 406 193 furan-2- 5-methyl-1-(2,2,2- H H H2.247/ ylmethyl trifluoroethyl)pyrazol-4-yl 365 194 tetrahydro-5-methyl-1-(2,2,2- H H H 1.872/ furan-3-yl- trifluoroethyl)pyrazol-4-yl369 methyl 195 methyl 5-(1-fluoroethyl)-1-(2,2,2- H H H 2.055/trifluoroethyl)pyrazol-4-yl 331 196 H 5-(1-fluoroethyl)-1-(2,2,2- H H H2.134/ trifluoroethyl)pyrazol-4-yl 317 197 methyl5-(chlorodifluoromethyl)-1-(2,2,2- H H H 2.334/ trifluoroethyl)pyrazol-4-yl 369 198 H 3-methyl-1-(5-methyl-thiazol-2- H H H 2.271/yl)pyrazol-4-yl 300 199 methyl 3-methyl-1-(5-methyl-thiazol-2- H H H2.148/ yl)pyrazol-4-yl 314 200 dimethyl- 5-difluoromethyl-1-(2,2,2- H HH 2.025/ carbamoyl- trifluoroethyl)pyrazol-4-yl 406 methyl 201 H5-difluoromethyl-1-isobutylpyrazol-4-yl H H H 2.365/ 295 202 methyl5-difluoromethyl-1-isobutylpyrazol-4-yl H H H 2.294/ 309 203 dimethyl-5-methyl-1-(2,2,2- H H H 1.670/ carbamoyl- trifluoroethyl)pyrazol-4-yl370 methyl 204 H 1-(2-methoxyethyl)-3-methylpyrazol-4-yl H H H 1.538/261 205 methyl 1-(2-methoxyethyl)-3-methylpyrazol-4-yl H H H 1.443/ 275206 methyl 5-difluoromethyl-1-ethylpyrazol-4-yl H H H 1.824/ 281 207 H5-difluoromethyl-1-ethylpyrazol-4-yl H H H 1.943/ 267 208 H5-methanesulfinyl-1-(2,2,2-trifluoro- H H H 1.702/ ethyl)pyrazol-4-yl333 209 methyl 5-methanesulfinyl-1-(2,2,2-trifluoro- H H H 1.664/ethyl)pyrazol-4-yl 347 210 methyl 5-bromo-1-(2,2,2- H H H 1.840/trifluoroethyl)pyrazol-4-yl 365 211 benzyl 5-methyl-1-(2,2,2- H H H2.428/ trifluoroethyl)pyrazol-4-yl 375 212 (5-methyl- 5-methyl-1-(2,2,2-H H H 2.460/ furan-2- trifluoroethyl)pyrazol-4-yl 379 yl)methyl 213cyclopen- 5-methyl-1-(2,2,2- H H H 2.570/ tyl-methyltrifluoroethyl)pyrazol-4-yl 367 214 H1-allyl-5-difluoromethylpyrazol-4-yl H H H 1.952/ 279 215 methyl1-allyl-5-difluoromethylpyrazol-4-yl H H H 1.865/ 293 216 methyl5-methyl-1-(5-phenyl-[1,3,4]thiadiazol- H H H 2.622/ 2-yl)pyrazol-4-yl379 217 tetrahydro- 5-difluoromethyl-1-(2,2,2- H H H 2.362/ furan-2-yl-trifluoroethyl)pyrazol-4-y 405 methyl 218 methyl3-methyl-1-vinylpyrazol-4-yl H H H 1.494/ 243 219 ethyl1-(4-trifluoromethoxyphenyl)-5- H H H 3.266/ trifluoromethylpyrazol-4-yl445 220 methyl 5-difluoromethyl-1-(5-methylthiazol-2- H H H 2.441/yl)pyrazol-4-yl 350 221 H 1-ethyl-5-methylpyrazol-4-yl H H H 1.536/ 231222 methyl 1-ethyl-5-methylpyrazol-4-yl H H H 1.441/ 245 223 H5-difluoromethyl-1-propylpyrazol-4-yl H H H 2.285/ 281 224 methyl5-difluoromethyl-1-propylpyrazol-4-yl H H H 2.050/ 295 225 H1-cyclopropylmethyl-5-methylpyrazol-4-yl H H H 1.813/ 257 226 methyl1-cyclopropylmethyl-5-methylpyrazol-4-yl H H H 1.730/ 271 227 H1-cyclopropylmethyl-5- H H H 2.207/ difluoromethylpyrazol-4-yl 293 228methyl 1-cyclopropylmethyl-5- H H H 2.128/ difluoromethylpyrazol-4-yl307 229 H 1-allyl-5-methylpyrazol-4-yl H H H 1.727/ 243 230 methyl1-allyl-5-methylpyrazol-4-yl H H H 1.641/ 257 231 thiophen-3-5-methyl-1-(2,2,2- H H H 2.349/ yl-methyl trifluoroethyl)pyrazol-4-yl381 232 furan-3- 5-methyl-1-(2,2,2- H H H 2.173/ yl-methyltrifluoroethyl)pyrazol-4-yl 365 233 thiophen- 5-methyl-1-(2,2,2- H H H2.436/ 2-yl-methyl trifluoroethyl)pyrazol-4-yl 381 234 thiophen-3-5-difluoromethyl-1-(2,2,2- H H H 2.856/ yl-methyltrifluoroethyl)pyrazol-4-yl 417 235 H5-difluoromethyl-1-(5-methylthiazol-2- H H H 2.316/ yl)pyrazol-4-yl 336236 H 5-difluoromethyl-1-(1-methyl- H H H 1.609/[1,2,3]triazol-4-ylmethyl)pyrazol-4-yl 334 237 methyl5-difluoromethyl-1-(1-methyl-1H- H H H 1.471/[1,2,3]triazol-4-ylmethyl)pyrazol-4-yl 348 238 H5-difluoromethyl-1-(5-phenyl- H H H 2.647/[1,3,4]thiadiazol-2-yl)pyrazol-4-yl 399 239 isopropyl1-(4-trifluoromethoxyphenyl)-5- H H H 3.395/ trifluoromethylpyrazol-4-yl459 240 cyclopropyl- 1-(4-trifluoromethoxyphenyl)-5- H H H 3.273/ methyltrifluoromethylpyrazol-4-yl 471 241 H5-methyl-1-(1-methyl-1H-[1,2,3]triazol- H H H 1.337/4-ylmethyl)pyrazol-4-yl 298 242 pyrid-2-5-methyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl H H H 1.746/ yl-methyl 376243 2-nitro- 5-methyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl H H H 3.117/phenyl- 470 sulfonyl 244 (1-methyl-5-methyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl H H H 1.844/ pyrazol-4-379 yl)methyl 245 (1-methyl-5-methyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl H H H 1.514/ imidazol-2-379 yl)methyl 246 thiophen-2- 5-difluoromethyl-1-(2,2,2- H H H 2.695/yl-methyl trifluoroethyl)pyrazol-4-yl 417 247 methyl5-methyl-1-(1-methyl-1H-[1,2,3]triazol- H H H 1.287/4-ylmethyl)pyrazol-4-yl 312 248 H 5-difluoromethyl-1-(1-phenyl-1H- H H H2.248/ [1,2,3]triazol-4-ylmethyl)pyrazol-4-yl 396 249 methyl5-difluoromethyl-1-(1-phenyl-1H- H H H 2.244/[1,2,3]triazol-4-ylmethyl)pyrazol-4-yl 410 250 H5-difluoromethyl-1-(1H-[1,2,3]triazol-4- H H H 1.487/ylmethyl)pyrazol-4-yl 320 251 methyl5-difluoromethyl-1-(1H-[1,2,3]triazol-4- H H H 1.434/ylmethyl)pyrazol-4-yl 334 252 H 5-difluoromethyl-1-(5-trifluoromethyl- HH H 2.434/ [1,3,4]thiadiazol-2-yl)pyrazol-4-yl 391 253 methyl5-difluoromethyl-1-(5-trifluoromethyl- H H H 2.683/[1,3,4]thiadiazol-2-yl)pyrazol-4-yl 405 254 pyrid-2-yl-5-difluoromethyl-1-(2,2,2- H H H 1.986/ methyltrifluoroethyl)pyrazol-4-yl 412 255 pyrid-3-yl- 5-methyl-1-(2,2,2- H H H1.430/ methyl trifluoroethyl)pyrazol-4-yl 376 256 pyrid-3-yl-5-difluoromethyl-1-(2,2,2- H H H 1.767/ methyltrifluoroethyl)pyrazol-4-yl 412 257 isopropyl 1-(4-nitrophenyl)-5- H H H2.946/ trifluoromethylpyrazol-4-yl 420 258 cyclopro-1-(4-nitrophenyl)-5- H H H 3.065/ pyl-methyl trifluoromethylpyrazol-4-yl432 259 H 5-difluoromethyl-1-(5-phenyl- H H H 2.450/[1,3,4]oxadiazol-2-yl)pyrazol-4-yl 383 260 H1-pyridin-2-yl-5-trifluoromethylpyrazol-4-yl H H H 2.116/ 334 261 methyl1-pyridin-2-yl-5-trifluoromethylpyrazol-4-yl H H H 2.228/ 348 262 H5-methyl-1-(5-trifluoromethyl- H H H 2.418/[1,3,4]thiadiazol-2-yl)pyrazol-4-yl 355 263 methyl5-methyl-1-(5-trifluoromethyl- H H H 2.431/[1,3,4]thiadiazol-2-yl)pyrazol-4-yl 369 264 methyl5-difluoromethyl-1-(5-phenyl- H H H 2.442/[1,3,4]oxadiazol-2-yl)pyrazol-4-yl 397 265 dimethyl-5-difluoromethyl-1-(2,2,2- H H H 2.378/ thio-trifluoroethyl)pyrazol-4-yl 422 carbamoyl- methyl 266 dimethyl-5-methyl-1-(2,2,2- H H H 1.997/ thio- trifluoroethyl)pyrazol-4-yl 386carbamoyl- methyl 267 5,5-dimethyl- 5-methyl-1-(2,2,2- H H H 2.400/tetrahydro- trifluoroethyl)pyrazol-4-yl 397 furan-2-yl- methyl 268tetrahydro- 5-methyl-1-(2,2,2- H H H 1.896/ furan-3-yl-trifluoroethyl)pyrazol-4-yl 369 methyl 269 methyl5-cyclopropyl-1-methylpyrazol-4-yl H H H 1.558/ 257 270 methyl5-cyclopropyl-1-(2,2,2- H H H 1.862/ trifluoroethyl)pyrazol-4-yl 325 271H 5-ethyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl H H H 2.020/ 299 272 H5-cyclopropyl-1-(2,2,2- H H H 1.952/ trifluoroethyl)pyrazol-4-yl 311 273H 5-(chlorodifluoromethyl)-1-(2,2,2- H H H 2.357/trifluoroethyl)pyrazol-4-yl 443 274 methyl5-difluoromethyl-1-(pyrid-4-yl)pyrazol-4-yl H H H 1.327/ 355 275(1-phenyl- 5-methyl-1-(2,2,2-trifluoroethyl)pyrazol-4-yl H H H 2.648/pyrazol-4- 330 yl)methyl 276 (1-phenyl- 5-difluoromethyl-1-(2,2,2- H H H2.831/ pyrazol-4- trifluoroethyl)pyrazol-4-yl 441 yl)methyl 277(1-methyl- 5-methyl-1-(2,2,2- H H H 2.359/ pyrrol-2-trifluoroethyl)pyrazol-4-yl 477 yl)-methyl r.t. = HPLC retention time *⁾m/z of the [M]⁺ peaks OMe = OCH₃

II. Evaluation of Pesticidal Activity

II.1 Cotton Aphid (Aphis gossypii Mixed Life Stages)

Method a)

The active compounds were formulated in 50:50 (vol:vol) acetone:waterand 100 ppm Kinetica™ surfactant.

Cotton plants at the cotyledon stage (one plant per pot) were infestedby placing a heavily infested leaf from the main colony on top of eachcotyledon. The aphids were allowed to transfer to the host plantovernight, and the leaf used to transfer the aphids was removed. Thecotyledons were dipped in the test solution and allowed to dry. After 5days, mortality counts were made.

In this test, the compounds 2, 3, 4, 5 and 7, respectively, at 300 ppmshowed a mortality of at least 90% in comparison with untreatedcontrols.

Method b)

The active compounds were formulated in cyclohexanone as a 10,0000 ppmsolution supplied in 1.3 ml ABgene® tubes. These tubes were insertedinto an automated electrostatic sprayer equipped with an atomizingnozzle and they served as stock solutions for which lower dilutions weremade in 50% acetone:50% water (v/v). A nonionic surfactant (Kinetic®)was included in the solution at a volume of 0.01% (v/v).

Cotton plants at the cotyledon stage were infested with aphids prior totreatment by placing a heavily infested leaf from the main aphid colonyon top of each cotyledon. Aphids were allowed to transfer overnight toaccomplish an infestation of 80-100 aphids per plant and the host leafwas removed. The infested plants were then sprayed by an automatedelectrostatic plant sprayer equipped with an atomizing spray nozzle. Theplants were dried in the sprayer fume hood, removed from the sprayer,and then maintained in a growth room under fluorescent lighting in a24-hr photoperiod at 25° C. and 20-40% relative humidity. Aphidmortality on the treated plants, relative to mortality on untreatedcontrol plants, was determined after 5 days.

In this test, the compounds 1, 3, 4, 6, 7, 8, 9, 10, 11, 13, 14, 15, 17,18, 19, 25, 28, 29, 30, 31, 32, 33, 35, 36, 39, 40, 45, 46, 47, 48, 49,50, 51, 52, 53, 54, 56, 59, 61, 64, 65, 67, 68, 69, 70, 71, 72, 74, 76,77, 78, 80, 88, 89, 90, 92, 93, 94, 95, 97, 99, 100, 102, 103, 106, 108,109, 110, 112, 113, 116, 117, 118, 120, 122, 123, 124, 125, 126, 129,130, 132, 134, 138, 143, 151, 158, 161, 164, 165, 166, 167, 168, 175,176, 177, 178, 179, 180, 181, 184, 186, 187, 189, 190, 192, 193, 194,196, 197, 201, 202, 203, 204, 205, 206, 207, 208, 209, 210, 211, 212,213, 215, 218, 219, 220, 221, 222, 224, 225, 226, 227, 228, 229, 230,231, 232, 233, 234, 239, 240 and 242, respectively, at 300 ppm showed amortality of at least 75% in comparison with untreated controls.

II.2 Green Peach Aphid (Myzus persicae, Mixed Life Stages)

Method a)

The active compounds were formulated in 50:50 (vol:vol) acetone:waterand 100 ppm Kinetic™ surfactant.

Pepper plants in the 2^(nd) leaf-pair stage (variety ‘CaliforniaWonder’) were infested with approximately 40 laboratory-reared aphids byplacing infested leaf sections on top of the test plants. The leafsections were removed after 24 hr. The leaves of the intact plants weredipped into gradient solutions of the test compound and allowed to dry.Test plants were maintained under fluorescent light (24 hourphotoperiod) at about 25° C. and 20-40% relative humidity. Aphidmortality on the treated plants, relative to mortality on check plants,was determined after 5 days.

In this test, compounds 2, 3, 4, 5 and 7, respectively, at 300 ppmshowed a mortality of at least 90% in comparison with untreatedcontrols.

Method b)

The active compounds were formulated in cyclohexanone as a 10,0000 ppmsolution supplied in 1.3 ml ABgene® tubes. These tubes were insertedinto an automated electrostatic sprayer equipped with an atomizingnozzle and they served as stock solutions for which lower dilutions weremade in 50% acetone:50% water (v/v). A nonionic surfactant (Kinetic®)was included in the solution at a volume of 0.01% (v/v).

Bell pepper plants at the first true-leaf stage were infested prior totreatment by placing heavily infested leaves from the main colony on topof the treatment plants. Aphids were allowed to transfer overnight toaccomplish an infestation of 30-50 aphids per plant and the host leaveswere removed. The infested plants were then sprayed by an automatedelectrostatic plant sprayer equipped with an atomizing spray nozzle. Theplants were dried in the sprayer fume hood, removed, and then maintainedin a growth room under fluorescent lighting in a 24-hr photoperiod at25° C. and 20-40% relative humidity. Aphid mortality on the treatedplants, relative to mortality on untreated control plants, wasdetermined after 5 days.

In this test, the compounds 1, 3, 4, 6, 7, 8, 10, 11, 13, 14, 15, 16,17, 18, 19, 24, 25, 28, 29, 30, 31, 32, 33, 34, 35, 36, 39, 40, 41, 43,45, 46, 47, 48, 49, 51, 52, 53, 54, 56, 61, 64, 65, 67, 68, 69, 70, 71,72, 74, 76, 77, 78, 79, 80, 88, 89, 90, 91, 93, 94, 95, 97, 98, 99, 100,102, 103, 105, 106, 108, 109, 110, 112, 114, 116, 117, 118, 120, 122,123, 124, 125, 127, 129, 131, 132, 134, 136, 138, 143, 150, 151, 153,158, 161, 164, 165, 166, 167, 168, 169, 171, 172, 175, 176, 177, 178,179, 180, 181, 184, 186, 187, 189, 190, 191, 192, 193, 196, 197, 203,206, 207, 208, 209, 210, 211, 212, 213, 215, 218, 219, 220, 221, 222,224, 225, 226, 227, 228, 229, 230, 231, 232, 233, 234, 235, 237, 239,240 and 242, respectively, at 300 ppm showed a mortality of at least 75%in comparison with untreated controls.

II.3 Cowpea Aphid (Aphis craccivora)

The active compounds were formulated in 50:50 (vol:vol) acetone:water.The test solution was prepared at the day of use.

Potted cowpea plants colonized with 100-150 aphids of various stageswere sprayed after the pest population had been recorded. Populationreduction was assessed after 24, 72, and 120 hours.

In this test, the compounds 1, 2, 3, 4, 5, 6, 7, 8, 11, 14, 15, 16, 17,18, 19, 20, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36,37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54,56, 59, 61, 64, 65, 67, 68, 69, 70, 71, 72, 74, 76, 77, 78, 79, 80, 88,89, 90, 91, 93, 94, 95, 97, 99, 100, 101, 103, 105, 109, 110, 112, 113,114, 115, 116, 117, 118, 119, 120, 122, 123, 124, 125, 126, 138, 150,151, 158, 161, 164, 165, 166, 167, 168, 169, 172, 175, 176, 177, 178,179, 181, 192, 195, 196, 197, 201, 202, 203 and 205, respectively, at300 ppm showed a mortality of at least 90% in comparison with untreatedcontrols.

II.4 Silverleaf Whitefly (Bemisia argentifolii, Adult)

Method a)

The active compounds were formulated in 50:50 (vol:vol) acetone:waterand 100 ppm Kinetica™ surfactant.

Selected cotton plants were grown to the cotyledon state (one plant perpot). The cotyledons were dipped into the test solution to providecomplete coverage of the foliage and placed in a well-vented area todry. Each pot with treated seedling was placed in a plastic cup and 10to 12 whitefly adults (approximately 3-5 day old) were introduced. Theinsects were collected using an aspirator and an 0.6 cm, non-toxicTygon® tubing (R-3603) connected to a harrier pipette tip. The tip,containing the collected insects, was then gently inserted into the soilcontaining the treated plant, allowing insects to crawl out of the tipto reach the foliage for feeding. The cups were covered with a reusablescreened lid (150 micron mesh polyester screen PeCap from Tetko Inc).Test plants were maintained in the holding room at about 25° C. and20-40% relative humidity for 3 days avoiding direct exposure to thefluorescent light (24 hour photoperiod) to prevent trapping of heatinside the cup. Mortality was assessed 3 days after treatment of theplants.

In this test, the compounds 3, 5 and 7, respectively, at 300 ppm showeda mortality of at least 90% in comparison with untreated controls.

Method b)

The active compounds were formulated in cyclohexanone as a 10,0000 ppmsolution supplied in 1.3 ml ABgene® tubes. These tubes were insertedinto an automated electrostatic sprayer equipped with an atomizingnozzle and they served as stock solutions for which lower dilutions weremade in 50% acetone:50% water (v/v). A nonionic surfactant (Kinetic®)was included in the solution at a volume of 0.01% (v/v).

Cotton plants at the cotyledon stage (one plant per pot) were sprayed byan automated electrostatic plant sprayer equipped with an atomizingspray nozzle. The plants were dried in the sprayer fume hood and thenremoved from the sprayer. Each pot was placed into a plastic cup and 10to 12 whitefly adults (approximately 3-5 days old) were introduced. Theinsects were collected using an aspirator and 0.6 cm, nontoxic Tygon®tubing (R-3603) connected to a barrier pipette tip. The tip, containingthe collected insects, was then gently inserted into the soil containingthe treated plant, allowing insects to crawl out of the tip to reach thefoliage for feeding. Cups were covered with a reusable screened lid(150-micron mesh polyester screen PeCap from Tetko, Inc.). Test plantswere maintained in a growth room at 25° C. and 20-40% relative humidityfor 3 days, avoiding direct exposure to fluorescent light (24 hourphotoperiod) to prevent trapping of heat inside the cup. Mortality wasassessed 3 days after treatment, compared to untreated control plants.

In this test, the compounds 8, 27, 28, 30, 31, 32, 36, 43, 48, 49, 50,51, 52, 64, 65, 67, 68, 77, 80, 88, 89, 90, 91, 92, 94, 97, 98, 99, 105,106, 110, 112, 113, 116, 117, 118, 122, 123, 124, 125, 126, 129, 136,138, 158, 162, 164, 165, 166, 167, 168, 169, 175, 176, 177, 178, 179,180, 181, 184, 186, 187, 192, 193, 201, 202, 203, 208, 209, 210, 211,212, 213, 219, 222, 224, 225, 226, 227, 228, 229, 231, 232, 233, 234,237, 239, 240 and 242, respectively, at 300 ppm showed a mortality of atleast 75% in comparison with untreated controls.

II.5 Vetch Aphid (Megoura viciae)

The active compounds were formulated in 1:3 (vol:vol) DMSO:water withdifferent concentrations of formulated compounds.

Bean leaf disks were placed into microtiter plates filled with 0.8%agar-agar and 2.5 ppm OPUS™. The leaf disks were sprayed with 2.5 μl ofthe test solution and 5 to 8 adult aphids were placed into themicrotiter plates which were then closed and kept at 23±1° C. and 50±5%relative humidity under fluorescent light for 6 days. Mortality wasassessed on the basis of vital, reproduced aphids. Aphid mortality andfecundity was then visually assessed.

In this test, the compounds 1, 2, 3, 4, 5, 6, 7, 8, 11, 13, 14, 15, 20,21, 23, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 42,43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 57, 59, 61, 64, 65, 67,68, 69, 70, 71, 77, 78, 79, 80, 90, 91, 93, 94, 95, 97, 98, 99, 100,102, 103, 105, 106, 110, 114, 115, 118, 119, 122, 138, 151, 158, 164,165, 166, 167, 168, 169, 175, 177, 179, 181, 192, 195, 196, 197, 204,209, 210 and 212, respectively at a concentration of the test solutionof 2500 mg/L showed a mortality of at least 90%.

II.6 Boll Weevil (Anthonomus grandis)

The compounds were formulated in 75:25 (vol:vol) water:DMSO.

For evaluating control of boll weevil (Anthonomus grandis) the test unitconsisted of 24-well-microtiter plates containing an insect diet and20-30 A. grandis eggs. Different concentrations of formulated compoundswere sprayed onto the insect diet at 20 μl, using a custom built microatomizer, at two replications. After application, the microtiter plateswere incubated at 23±1° C. and 50±5% relative humidity for 5 days. Eggand larval mortality was then visually assessed.

In this test, the compounds 1, 3, 7, 8, 11, 13, 14, 15, 20, 21, 23, 27,30, 32, 36, 40, 41, 43, 44, 45, 48, 49, 51, 52, 54, 61, 64, 65, 66, 72,78, 79, 90, 96, 97, 98, 99, 105, 106, 110, 137, 138, 165, 167, 169, 192,196 and 197, respectively at a concentration of the test solution of2500 mg/L showed a mortality of at least 50%.

II.7 Activity Against Mediterranean Fruitfly (Ceratitis capitata)

The active compounds were formulated in 1:3 (vol:vol) DMSO:water.

For evaluating control of Mediterranean fruitfly the test unit consistedof microtiter plates containing an insect diet and 50 to 80 C. capitataeggs.

Different concentrations of formulated compounds were sprayed onto theinsect diet at 5 μl, using a custom built micro atomizer, at tworeplications. After application, microtiter plates were incubated at28±1° C. and 80±5% relative humidity for 5 days. Egg and larvalmortality was then visually assessed.

In this test the eggs which have been treated with 2500 ppm of compound4, 7, 11, 13, 20, 21, 22, 31, 80 and 212, respectively showed amortality of at least 50% in comparison with untreated controls.

II.8 Activity Against Tobacco Budworm (Heliothis virescens)

For evaluating control of tobacco budworm (Heliothis virescens) the testunit consisted of 96-well-microtiter plates containing an insect dietand 15-25 H. virescens eggs. The compounds were formulated using asolution containing 75% v/v water and 25% v/v DMSO. Differentconcentrations of formulated compounds were sprayed onto the insect dietat 10 μl, using a custom built micro atomizer, at two replications.After application, microtiter plates were incubated at about 28+1° C.and about 80+5% relative humidity for 5 days. Egg and larval mortalitywas then visually assessed.

In this test, compounds 11, 13, 23, 30, 40, 44, 45, 48, 51, 53, 71, 98,99, 106, 169, 192 and 196 at 2500 ppm showed a mortality of at least 50%in comparison with untreated controls.

II.9 Activity Against Green Peach Aphid (Myzus persicae)

For evaluating control of green peach aphid (Myzus persicae) throughsystemic means the test unit consisted of 96-well-microtiter platescontaining liquid artificial diet under an artificial membrane.

The compounds were formulated using a solution containing 75% v/v waterand 25% v/v DMSO. Different concentrations of formulated compounds werepipetted into the aphid diet, using a custom built pipetter, at tworeplications. After application, 5 to 8 adult aphids were placed on theartificial membrane inside the microtiter plate wells. The aphids werethen allowed to suck on the treated aphid diet and incubated at about23+1° C. and about 50+5% relative humidity for 3 days. Aphid mortalityand fecundity was then visually assessed.

In this test, compounds 1, 2, 3, 4, 5, 7, 8, 11, 13, 14, 20, 23, 24, 26,27, 28, 29, 30, 31, 32, 33, 34, 37, 38, 39, 41, 43, 44, 45, 47, 48, 49,50, 51, 52, 53, 54, 59, 64, 65, 67, 68, 69, 70, 71, 76, 77, 78, 79, 80,88, 89, 90, 91, 92, 93, 94, 95, 96, 97, 98, 99, 100, 103, 104, 105, 106,109, 110, 112, 113, 114, 115, 117, 118, 119, 120, 121, 122, 138, 149,150, 151, 158, 161, 164, 165, 166, 167, 168, 169, 172, 175, 176, 177,179, 181, 192, 195, 196 and 197, respectively, at 2500 ppm showed 100%mortality in comparison with untreated controls.

II.10 Activity Against Brown Planthopper (Nilaparvata lugens)

The active compounds were formulated as a 50:50 (vol:vol) acetone:watersolution. Surfactant (Alkamuls EL 620) was added at the rate of 0.1%(vol/vol). Rice seedlings were cleaned and washed 24 h before spraying.Potted rice seedlings were sprayed with 5 ml test solution, air dried,placed in cages and inoculated with 10 adults. Treated rice plants werekept at 28-29° C. and relative humidity of 50-60%. Percent mortality wasrecorded after 72 hours.

In this test, compounds 5, 35, 36, 69, and 118, respectively at 500 ppmshowed a mortality of at least 50% in comparison with untreatedcontrols.

II.11 Activity Against Vanda/Orchid Thrips (Dichromothrips corbetti)

The active compounds were formulated as a 50:50 (vol:vol) acetone:watersolution. Surfactant (Alkamuls EL 620) was added at the rate of 0.1%(vol/vol). Vanda orchids petals were cleaned, washed and air dried priorto spraying. Petals were dipped into the test solution for 3 seconds,air dried, placed inside a resealable plastic and inoculated with 20adults. The treated petals were kept inside the holding room at 28-29°C. and relative humidity of 50-60%. Percent mortality was recorded after72 hours.

In this test, compounds 1, 23, 32, 36, 39, 44, 64, 65, 65, 69, 71, 78,89, 91, 110, 118, 178 and 190, respectively at 500 ppm showed amortality of at least 50% in comparison with untreated controls.

II.12 Activity in the Hydroponic Tests Against Green Peach Aphids (Myzuspersicae)

Green pepper plants (Capsicum annuum L., variety ‘California Wonder’)are grown in the greenhouse from seed to the second true leaf stage(BBCH 12) in Scott's Metro-Mix® 360 (1-2 plants per 2¼″ square pot).Cotyledon leaves are removed and roots are rinsed in tap water untilfree of soil. The roots are kept moist under a layer of wet a papertoweling until all plants have been prepared.

A 3,400 ppm stock solution is prepared of each test compound usingreagent grade acetone as the solvent. Subsequent dilutions of 100 and 10ppm are prepared from this stock with final dilutions in deionized waterin 100 ml amber glass bottles. One bare root plant is placed in eachbottle using a foam plug section to centrally secure the stem in thebottleneck. The bare roots are fully-immersed in the test suspensions.Host plants are placed in a plant growth room under continuous GroLux®fluorescent lighting (40 W), for 24 hours at 25±2° C. and 20-40% RH.

After exposure of the bare roots to the test suspensions, pieces ofpepper plants infested with green peach aphid (Myzus persicae) areplaced on top of the test foliage. Insects are allowed to transfer fromthe host leaves to accomplish an infestation of 40-50 insects per plant.The assay is allowed to run for 3 days in the same growth chamber asused previously. Assessments include estimates of aphid populationdensity reduction relative to the average density of aphids on theuntreated control plants. Phytotoxic responses of the host plants arealso recorded at this time. In this test, compounds 2, 3, 6, 17, 27, 28,29, 33, 35, 36, 39, 45, 46, 47, 48, 50, 53, 56, 64, 65, 67, 69, 70, 71,88, 89, 90, 91, 93, 94, 99, 100, 110, 118 and 123, respectively at 100ppm showed a mortality of at least 75% in comparison with untreatedcontrols.

II.13 Activity in the Hydroponic Tests Against Cotton Aphids (Aphisgossypii)

Cotton plants (Gossypium hirsutum, variety ‘Sure Grow 747’) are grown inthe greenhouse from seed to the second true leaf stage (BBCH 12) inScott's Metro-Mix® 360 (1-2 plants per 2¼″ square pot). Cotyledon leavesare removed and roots are rinsed in tap water until free of soil. Theroots are kept moist under a layer of wet paper toweling until allplants have been prepared.

A 3,400 ppm stock solution is prepared of each test compound usingreagent grade acetone as the solvent. Subsequent dilutions of 100 and 10ppm are prepared from this stock with final dilutions in deionized waterin 100 ml amber glass bottles. One bare root plant is placed in eachbottle using a foam plug section to centrally secure the stem in thebottleneck. The bare roots are fully-immersed in the test suspensions.Host plants are placed in a plant growth room under continuous GroLux®fluorescent lighting (40 W), for 24 hours at 25±2° C. and 20-40% RH.

After exposure of the bare roots to the test suspensions, pieces ofcotton plants infested with cotton aphids (Aphis gossypii) are placed ontop of the test foliage. Insects are allowed to transfer from the hostleaves to accomplish an infestation of 40-50 insects per plant. Theassay is allowed to run for 3 days in the same growth chamber as usedpreviously. Assessments include estimates of aphid population densityreduction relative to the average density of aphids on the untreatedcontrol plants. Phytotoxic responses of the host plants are alsorecorded at this time.

In this test, compounds 2, 4, 17, 29, 33, 45, 46, 47, 48, 50, 53, 56,64, 65, 67, 69, 71, 77, 88, 89, 90, 91, 93, 94, 99, 100, 110, 118, 123and 124, respectively at 100 ppm showed a mortality of at least 75% incomparison with untreated controls.

1-64. (canceled)
 65. A compound of formula I.A or II.A and/or the saltand/or N-oxide thereof,

wherein A is a pyrazole radical of formulae A1, A2 or A3,

# denotes the binding site to the remainder of formulae I or II, andwherein wherein R⁴¹, R⁴², R⁴³ and R⁵¹ are independently of each otherselected from the group consisting of hydrogen, halogen, CN, NO₂,C₁-C₁₀-alkyl, C₂-C₁₀-alkenyl and C₂-C₁₀-alkynyl, wherein the 3 lastmentioned radicals may be unsubstituted, may be partially or fullyhalogenated or may carry 1, 2 or 3 identical or different substituentsR^(x), or wherein R⁴¹, R⁴², R⁴³ and R⁵¹ are further selected from thegroup consisting of OR^(a), SR^(a), C(Y)R^(b), C(Y)OR^(c), S(O)R^(d),S(O)₂R^(d), NR^(e)R^(f), C(Y)NR^(g)R^(h), heterocyclyl, hetaryl,C₃-C₁₀-cycloalkyl, C₅-C₁₀-cycloalkenyl and phenyl, wherein the five lastmentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5identical or different substituents selected from the radicals R^(y) andR^(x), R⁵², R⁵³ are selected from the group consisting of hydrogen,halogen, CN, NO₂, C₁-C₁₀-alkyl, C₂-C₁₀-alkenyl and C₂-C₁₀-alkynyl,wherein the 3 last mentioned radicals may be unsubstituted, may bepartially or fully halogenated or may carry 1, 2 or 3 identical ordifferent substituents R^(x), or wherein R⁵², R⁵³ are further selectedfrom the group consisting of OR^(a), SR^(a), C(Y)R^(b), C(Y)OR^(c),S(O)R^(d), S(O)₂R^(d), NR^(e)R^(f), C(Y)NR^(g)R^(h), heterocyclyl,hetaryl, C₃-C₁₀-cycloalkyl, C₅-C₁₀-cycloalkenyl and phenyl, wherein thefive last mentioned radicals may be unsubstituted or may carry 1, 2, 3,4 or 5 identical or different substituents selected from the radicalsR^(y) and R^(x), R⁶¹, R⁶², R⁶³ are selected from the group consisting ofhydrogen, CN, NO₂, C₁-C₁₀-alkyl, C₂-C₁₀-alkenyl and C₂-C₁₀-alkynyl,wherein the three last mentioned radicals may be unsubstituted, may bepartially or fully halogenated or may carry 1, 2 or 3 identical ordifferent substituents R^(x), or wherein R⁶¹, R⁶², R⁶³ are furtherselected from the group consisting of OR^(a), SR^(a), C(Y)R^(b),C(Y)OR^(c), S(O)R^(d), S(O)₂R^(d), NR^(e)R^(f), C(Y)NR^(g)R^(h),S(O)_(m)NR^(e)R^(f), C(Y)NR^(i)NR^(e)R^(f), C₁-C₅-alkylen-OR^(a),C₁-C₅-alkylen-CN, C₁-C₅-alkylen-C(Y)R^(b), C₁-C₅-alkylen-C(Y)OR^(c),C₁-C₅-alkylen-NR^(e)R^(f), C₁-C₅-alkylen-C(Y)NR^(g)R^(h),C₁-C₅-alkylen-S(O)_(m)R^(d), C₁-C₅-alkylen-S(O)_(m)NR^(e)R^(f),C₁-C₅-alkylen-NR^(i)NR^(e)R^(f), heterocyclyl, hetaryl,C₃-C₁₀-cycloalkyl, C₅-C₁₀-cycloalkenyl, heterocyclyl-C₁-C₅-alkyl,hetaryl-C₁-C₅-alkyl, C₃-C₁₀-cycloalkyl-C₁-C₅-alkyl,C₅-C₁₀-cycloalkenyl-C₁-C₅-alkyl, phenyl-C₁-C₅-alkyl and phenyl, whereinthe rings of the ten last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 identical or different substituents R^(Y), m is 0,1 or 2; R^(t), R^(u), R^(v) and R^(w) are independently of each otherselected from the group consisting of hydrogen, halogen, C₁-C₄-alkyl,C₁-C₃-haloalkyl, C₁-C₄-alkoxy, C₁-C₃-haloalkoxy, C₁-C₄-alkylthio,C₁-C₃-haloalkylthio, C₁-C₄-alkylsulfinyl, C₁-C₃-haloalkylsulfinyl,C₁-C₄-alkylsulfonyl, C₁-C₃-haloalkylsulfonyl, C₃-C₆-cycloalkyl,C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyland C₁-C₄-alkoxy-C₁-C₄-alkyl; X¹ is S, O or NR^(1a), wherein R^(1a) isselected from the group consisting of hydrogen, C₁-C₁₀-alkyl,C₁-C₄-haloalkyl, C₃-C₁₀-cycloalkyl, C₃-C₁₀-cycloalkylmethyl,C₃-C₁₀-halocycloalkyl, C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl,C₂-C₁₀-alkynyl, C₁-C₁₀-alkoxy-C₁-C₄-alkyl, OR^(a), heterocyclyl,heterocyclyl-C₁-C₄-alkyl, phenyl, hetaryl, phenyl-C₁-C₄-alkyl andhetaryl-C₁-C₄-alkyl, wherein the ring in the six last mentioned radicalsmay be unsubstituted or may carry 1, 2, 3, 4 or 5 substituents which,independently of each other, are selected from the group consisting ofhalogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy; X² is OR^(2a), NR^(2b)R^(2c), S(O)_(m)R^(2d), whereinR^(2a) is selected from the group consisting of C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,heterocyclyl, heterocyclyl-C₁-C₄-alkyl, phenyl, hetaryl,phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the ring in the sixlast mentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or5 substituents which, independently of each other, are selected fromhalogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy,and wherein R^(2b), R^(2c) are independently of each other selected fromhydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyl,C₁-C₄-alkoxy-C₁-C₄-alkyl, C₁-C₄-alkylcarbonyl, C₁-C₄-haloalkylcarbonyl,C₁-C₄-alkylsulfonyl, C₁-C₄-haloalkylsulfonyl, phenyl, phenylcarbonyl,phenylsulfonyl, hetaryl, hetarylcarbonyl, hetarylsulfonyl, heterocyclyl,heterocyclylcarbonyl, heterocyclylsulfonyl, heterocyclyl-C₁-C₄-alkyl,phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the ring in thetwelve last mentioned radicals may be unsubstituted or may carry 1, 2,3, 4 or 5 substituents which, independently of each other, are selectedfrom the group consisting of halogen, cyano, nitro, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy, or R^(2b) and R^(2c)together with the nitrogen atom to which they are bound form a 5- or6-membered, saturated or unsaturated heterocycle, which may carry afurther heteroatom being selected from the group consisting of O, S andN as a ring member atom and wherein the heterocycle may be unsubstitutedor may carry 1, 2, 3, 4 or 5 substituents which, independently of eachother, are selected from the group consisting of halogen, cyano, nitro,C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy, andwherein R^(2d) is selected from the group consisting of C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,heterocyclyl, heterocyclyl-C₁-C₄-alkyl, phenyl, hetaryl,phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the ring in the sixlast mentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or5 substituents which, independently of each other, are selected from thegroup consisting of halogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy and C₁-C₄-haloalkoxy; R¹ is hydrogen, CN, C₁-C₁₀-alkyl,C₁-C₁₀-haloalkyl, C₃-C₁₀-cycloalkyl, C₃-C₁₀-halocycloalkyl,C₂-C₁₀-alkenyl, C₂-C₁₀-haloalkenyl, C₂-C₁₀-alkynyl, C₃-C₁₀-haloalkynyl,C₁-C₅-alkylen-CN, OR^(a), C₁-C₅-alkylen-OR^(a), C(Y)R^(b),C₁-C₅-alkylen-C(Y)R^(b), C(Y)OR^(c), C₁-C₅-alkylen-C(Y)OR^(c),S(O)₂R^(d), NR^(e)R^(f), C₁-C₅-alkylen-NR^(e)R^(f), C(Y)NR^(g)R^(h),C₁-C₅-alkylen-C(Y)NR^(g)R^(h), S(O)_(m)NR^(e)R^(f),C(Y)NR^(i)NR^(e)R^(f), C₁-C₅-alkylen-S(O)₂R^(d),C₁-C₅-alkylen-S(O)_(m)NR^(e)R^(f), C₁-C₅-alkylen-C(Y)NR^(i)NR^(e)R^(f),phenyl, heterocyclyl, hetaryl, phenyl-C₁-C₅-alkyl,C₃-C₁₀-cycloalkyl-C₁-C₅-alkyl, heterocyclyl-C₁-C₅-alkyl orhetaryl-C₁-C₅-alkyl wherein the ring of the seven last mentionedradicals may be unsubstituted or may carry 1, 2, 3, 4 or 5 identical ordifferent substituents selected from the radicals R^(y) and R^(x); Y isO or S; R^(a), R^(b), R^(c) are independently of each other selectedfrom the group consisting of hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₃-C₆-cycloalkyl, C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl,C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyl,C₁-C₄-alkoxy-C₁-C₄-alkyl, heterocyclyl, heterocyclyl-C₁-C₄-alkyl,phenyl, hetaryl, phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein thering in the six last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 substituents which, independently of each other,are selected from the group consisting of halogen, cyano, nitro,C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy; R^(d)is selected from the group consisting of C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₃-C₆-cycloalkyl, C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl,C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyl,C₁-C₄-alkoxy-C₁-C₄-alkyl, heterocyclyl, heterocyclyl-C₁-C₄-alkyl,phenyl, hetaryl, phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein thering in the six last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 substituents which are independently of each otherselected from the group consisting of halogen, cyano, nitro,C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy; R^(e),R^(f) are independently of each other selected from the group consistingof hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,C₁-C₄-alkylcarbonyl, C₁-C₄-haloalkylcarbonyl, C₁-C₄-alkylsulfonyl,C₁-C₄-haloalkylsulfonyl, heterocyclyl, heterocyclyl-C₁-C₄-alkyl,heterocyclylcarbonyl, heterocyclyl-C₁-C₄-sulfonyl, phenyl,phenylcarbonyl, phenylsulfonyl, hetaryl, hetarylcarbonyl,hetarylsulfonyl, phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein thering in the twelve last mentioned radicals may be unsubstituted or maycarry 1, 2, 3, 4 or 5 substituents which, independently of each other,are selected from the group consisting of halogen, cyano, nitro,C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy; orR^(e) and R^(f) together with the nitrogen atom to which they are boundform a 5- or 6-membered, saturated or unsaturated heterocycle, which maycarry a further heteroatom being selected from the group consisting ofO, S and N as a ring member atom and wherein the heterocycle may beunsubstituted or may carry 1, 2, 3, 4 or 5 substituents which areindependently of each other selected from the group consisting ofhalogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, alkoxy andC₁-C₄-haloalkoxy; R^(g), R^(h) are independently of each other selectedfrom the group consisting of hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl,heterocyclyl, heterocyclyl-C₁-C₄-alkyl, phenyl, hetaryl,phenyl-C₁-C₄-alkyl and hetaryl-C₁-C₄-alkyl, wherein the ring in the sixlast mentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or5 substituents which are independently of each other selected from thegroup consisting of halogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy and C₁-C₄-haloalkoxy; R^(i) is selected from the groupconsisting of hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,C₃-C₆-cycloalkylmethyl, C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl,C₂-C₄-haloalkenyl, C₂-C₄-alkynyl, C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl andphenyl-C₁-C₄-alkyl wherein the phenyl ring in the two last mentionedradicals may be unsubstituted or may carry 1, 2, 3, 4 or 5 substituentswhich are independently of each other selected from the group consistingof halogen, cyano, nitro, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy andC₁-C₄-haloalkoxy; R^(x) are independently of each other selected fromthe group consisting of cyano, nitro, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,S(O)_(m)R^(d), S(O)_(m)NR^(e)R^(f), C₁-C₁₀-alkylcarbonyl,C₁-C₄-haloalkylcarbonyl, C₁-C₄-alkoxycarbonyl, C₁-C₄-haloalkoxycarbonyl,C₃-C₆-cycloalkyl, 5- to 7-membered heterocyclyl, 5- or 6-memberedhetaryl, phenyl, C₃-C₆-cycloalkoxy, 3- to 6-membered heterocyclyloxy andphenoxy, wherein the last 7 mentioned radicals may be unsubstituted ormay carry 1, 2, 3, 4 or 5 radicals R^(y); and wherein R^(y) is selectedfrom the group consisting of halogen, cyano, nitro, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, S(O)_(m)R^(d),S(O)_(m)NR^(e)R^(f), C₁-C₄-alkylcarbonyl, C₁-C₄-haloalkylcarbonyl,C₁-C₄-alkoxycarbonyl, C₁-C₄-haloalkoxycarbonyl, C₃-C₆-cycloalkyl,C₃-C₆-halocycloalkyl, C₂-C₄-alkenyl, C₂-C₄-haloalkenyl, C₂-C₄-alkynyland C₁-C₄-alkoxy-C₁-C₄-alkyl.
 66. The compounds as claimed in claim 65,wherein the pyrazole compound is a compound of formula I.A.
 67. Thecompounds as claimed in claim 66, wherein X¹ is oxygen.
 68. Thecompounds as claimed in claim 66, wherein R¹ is selected from the groupconsisting of hydrogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₁-C₄-alkoxy-C₁-C₄-alkyl, heterocyclyl-C₁-C₄-alkyl andhetaryl-C₁-C₄-alkyl.
 69. The compounds as claimed in claim 66, whereinat least two of the radicals R^(t), R^(u) or R^(w), if present, arehydrogen.
 70. The compounds as claimed in claim 69, wherein the radicalsR^(t), R^(u) and R^(w), if present, are hydrogen.
 71. The compounds asclaimed in claim 65, wherein A is a radical A1.
 72. The compounds asclaimed in claim 71, wherein R⁴¹ is selected from the group consistingof hydrogen, halogen, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl,C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl and phenyl, wherein phenyl may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected from thegroup consisting of halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxyand C₁-C₄-haloalkoxy.
 73. The compounds as claimed in claim 72, whereinR⁴¹ is hydrogen.
 74. The compounds as claimed in claim 71, wherein R⁵¹is selected from the group consisting of hydrogen, halogen, CN,C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl, C₃-C₆-halocycloalkyl andphenyl, wherein phenyl may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals selected from the group consisting of halogen, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy and C₁-C₄-haloalkoxy.
 75. The compounds asclaimed in claim 74, wherein R⁵¹ is selected from the group consistingof hydrogen, halogen, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyland C₃-C₆-halocycloalkyl, or from halogen, CN, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy-C₁-C₄-alkyl and C₃-C₆-cycloalkyl.
 76. Thecompounds as claimed in claim 71, wherein R⁶¹ is selected from the groupconsisting of hydrogen, C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl, wherein the twolast mentioned radicals may be unsubstituted, may be partially or fullyhalogenated or may carry 1, 2 or 3 identical or different substituentsselected from the group consisting of C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₃-C₆-cycloalkyl, hetaryl, phenyl and phenoxy, wherein the last threementioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals selected from the group consisting of halogen, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl andC₁-C₄-haloalkylsulfonyl, or wherein R⁶¹ is further selected from thegroup consisting of C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl, whereinthe three last mentioned radicals may be unsubstituted or may carry 1,2, 3, 4 or 5 identical or different substituents selected from the groupconsisting of halogen, NO₂, CN, C₁-C₄-alkyl, C₃-C₆-cycloalkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio,C₁-C₄-haloalkylthio, C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.77. The compounds as claimed in claim 76, wherein R⁶¹ is hydrogen,C₁-C₄-alkyl, C₁-C₄-haloalkyl or C₁-C₄-alkoxy-C₂-C₄-alkyl.
 78. Thecompounds as claimed in claim 65, wherein A is a radical A2.
 79. Thecompounds as claimed in claim 78, wherein R⁴² is selected from the groupconsisting of hydrogen, halogen, CN, C₁-C₄-alkyl and C₂-C₁₀-alkenyl,wherein the 2 last mentioned radicals may be unsubstituted, may bepartially or fully halogenated or may carry 1, 2 or 3 identical ordifferent substituents selected from the group consisting ofC₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl, phenyl andphenoxy, wherein the last three mentioned radicals may be unsubstitutedor may carry 1, 2, 3, 4 or 5 radicals selected from the group consistingof halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, orwherein R⁴² is further selected from C₃-C₆-cycloalkyl, C₅-C₆-hetaryl andphenyl, wherein the three last mentioned radicals may be unsubstitutedor may carry 1, 2, 3, 4 or 5 identical or different substituentsselected from the group consisting of halogen, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl andC₁-C₄-haloalkylsulfonyl.
 80. The compounds as claimed in claim 78,wherein R⁵² is selected from the group consisting of hydrogen, halogen,CN, C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl, wherein the two last mentionedradicals may be unsubstituted, may be partially or fully halogenated ormay carry 1, 2 or 3 identical or different substituents selected fromthe group consisting of C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₃-C₆-cycloalkyl, hetaryl, phenyl and phenoxy, wherein the last threementioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals selected from the group consisting of halogen, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl andC₁-C₄-haloalkylsulfonyl, or wherein R⁵² is further selected from thegroup consisting of C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl, whereinthe three last mentioned radicals may be unsubstituted or may carry 1,2, 3, 4 or 5 identical or different substituents selected from the groupconsisting of halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl. 81.The compounds as claimed in any of claim 78, wherein R⁶² is selectedfrom the group consisting of hydrogen, C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl,wherein the two last mentioned radicals may be unsubstituted, may bepartially or fully halogenated or may carry 1, 2 or 3 identical ordifferent substituents selected from the group consisting ofC₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl, phenyl andphenoxy, wherein the last three mentioned radicals may be unsubstitutedor may carry 1, 2, 3, 4 or 5 radicals selected from the group consistingof halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, orwherein R⁶² is further selected from the group consisting ofC₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl, wherein the three lastmentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5identical or different substituents selected from the group consistingof halogen, NO₂, CN, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl,C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.
 82. The compounds asclaimed in claim 65, wherein A is a radical A3.
 83. The compounds asclaimed in claim 82, wherein R⁴³ is selected from the group consistingof hydrogen, halogen, CN, C₁-C₄-alkyl and C₂-C₁₀-alkenyl, wherein the 2last mentioned radicals may be unsubstituted, may be partially or fullyhalogenated or may carry 1, 2 or 3 identical or different substituentsselected from C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl,phenyl and phenoxy, wherein the last three mentioned radicals may beunsubstituted or may carry 1, 2, 3, 4 or 5 radicals selected from thegroup consisting of halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, orwherein R⁴³ is further selected from the group consisting ofC₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl, wherein the three lastmentioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5identical or different substituents selected from halogen, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl andC₁-C₄-haloalkylsulfonyl.
 84. The compounds as claimed in claim 82,wherein R⁵³ is selected from the group consisting of hydrogen, halogen,CN, C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl, wherein the 2 last mentionedradicals may be unsubstituted, may be partially or fully halogenated ormay carry 1, 2 or 3 identical or different substituents selected fromthe group consisting of C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₃-C₆-cycloalkyl, hetaryl, phenyl and phenoxy, wherein the last threementioned radicals may be unsubstituted or may carry 1, 2, 3, 4 or 5radicals selected from the group consisting of halogen, C₁-C₄-alkyl,C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl andC₁-C₄-haloalkylsulfonyl, or wherein R⁵³ is further selected from thegroup consisting of C₃-C₆-cycloalkyl, C₅-C₆-hetaryl and phenyl, whereinthe three last mentioned radicals may be unsubstituted or may carry 1,2, 3, 4 or 5 identical or different substituents selected from the groupconsisting of halogen, C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy,C₁-C₄-haloalkoxy, C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl. 85.The compounds as claimed in claim 82, wherein R⁶³ is selected from thegroup consisting of hydrogen, C₁-C₁₀-alkyl and C₂-C₁₀-alkenyl, whereinthe two last mentioned radicals may be unsubstituted, may be partiallyor fully halogenated or may carry 1, 2 or 3 identical or differentsubstituents selected from the group consisting of C₁-C₄-alkoxy,C₁-C₄-haloalkoxy, C₃-C₆-cycloalkyl, hetaryl, phenyl and phenoxy, whereinthe last three mentioned radicals may be unsubstituted or may carry 1,2, 3, 4 or 5 radicals selected from the group consisting of halogen,C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₁-C₄-alkoxy, C₁-C₄-haloalkoxy,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl, or wherein R⁶³ isfurther selected from the group consisting of C₃-C₆-cycloalkyl,C₅-C₆-hetaryl and phenyl, wherein the three last mentioned radicals maybe unsubstituted or may carry 1, 2, 3, 4 or 5 identical or differentsubstituents selected from the group consisting of halogen, NO₂, CN,C₁-C₄-alkyl, C₁-C₄-haloalkyl, C₃-C₆-cycloalkyl, C₁-C₄-alkoxy,C₁-C₄-haloalkoxy, C₁-C₄-alkylthio, C₁-C₄-haloalkylthio,C₁-C₄-alkylsulfonyl and C₁-C₄-haloalkylsulfonyl.
 86. A method forcontrolling invertebrate pests which method comprises treating thepests, their food supply, their habitat or their breeding ground or aplant, seed, soil, area, material or environment in which the pests aregrowing or may grow, or the materials, plants, seeds, soils, surfaces orspaces to be protected from pest attack or infestation with apesticidally effective amount of a pyrazole compound of claim
 65. 87. Amethod for protecting plant propagation material and/or the plants whichgrow therefrom, which method comprises treating the plant propagationmaterial with a pesticidally effective amount of a compound of claim 65.88. A method for treating or protecting an animal from infestation orinfection by parasites which comprises bringing the animal in contactwith a parasiticidally effective amount of a compound of claim
 65. 89.An agricultural composition containing at least one compound of claim 65and at least one liquid or solid carrier.